Size	Price	VIP Price	US Stock	Global Stock	In Stock
{[ item.pr_size ]}		Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}

US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days

{[ item.pr_size ]}

In Stock

- +

Please Login or Create an Account to: See VIP prices and availability

US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks

Quality Control of Fmoc-NHNH2 Purity: 98% SDS Specification

COA

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

NMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

CNMR

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

HPLC

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

LC-MS

Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.

1-2 Day Shipping
High Quality
Technical Support

Product Details of Fmoc-NHNH2

CAS No. :	35661-51-9
Formula :	C₁₅H₁₄N₂O₂
M.W :	254.28
SMILES Code :	NNC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O
MDL No. :	MFCD00239419
InChI Key :	YGCGPEUVGHDMLO-UHFFFAOYSA-N
Pubchem ID :	161883

Safety of Fmoc-NHNH2

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of Fmoc-NHNH2

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 35661-51-9 ]

[ 35661-51-9 ] Synthesis Path-Downstream 1~35

1
[ 28920-43-6 ]
[ 35661-51-9 ]

Yield	Reaction Conditions	Operation in experiment
99%	With hydrazine hydrate; In water; acetonitrile; at 0 - 20℃; for 14h;	9-H-Fluoren-9-ylmethyl carbazate (1) (0156) To a well-stirred solution of hydrazine hydrate (19 g, 386 mmol) in 150 mL of CH3CN/H2O (1/1, v/v), a solution of FmocCl (10 g, 38.65 mmol) in 600 mL CH3CN was added dropwise at 0 C. over 2 h. The reaction mixture was then allowed to warm to room temperature and stirred for an additional 12 hours, concentrated in vacuo to 150 mL and filtered to yield the title compound as a white solid, which was washed with water and hexane and dried to a constant weight in vacuo (9.74 g, 99%): mp 172-173 C.; 1H NMR (DMSO) ? 4.08 (brs, 2H), 4.21 (t, J=7.2 Hz, 1H), 4.28 (d, J=7.2 Hz, 2H), 7.32 (t, J=7.4 Hz, 2H), 7.42 (t, J=7.4 Hz, 2H), 7.69 (d, J=7.4 Hz, 2H), 7.89 (d, J=7.4 Hz, 2H), 8.36 (brs, 1H); 13C NMR (DMSO) ?? 47.7, 66.7, 121.1 (2C), 126.3 (2C), 128.1 (2C), 128.7 (2C), 141.7 (2C), 144.9 (2C), 159.2.
99%	With hydrazine; In diethyl ether; at 20℃;Cooling with ice;	Synthesis of compound 7 Synthesis of (9H-fluoren-9-yl)methyl hydrazinecarboxylate (Compound 1): To a round bottom flask containing hydrazine (9.3 g, 0.291 mol) in diethyl ether (anhydrous, 200 mL) at ice bath temperature, was added 9-fluorenylmethyl chloroformate (25 g, 97 mmol) in diethyl ether (anhydrous, 200 mL) dropwise in a two-hour time period. After addition, the reaction was allowed to room temperature and stirred overnight. The reaction was concentrated in vacuo to remove the volatiles. The white solid residue was washed with water (500 mL), filtered and dried to afford compound 1 (24.2 g, 95 mmol, 99 % yield).
98%	With hydrazine hydrate; In diethyl ether; at 0 - 20℃; for 0.5h;	The hydrazine hydrate (48.5 g, 970 mmol) was dissolved in diethyl ether (200 ml).Cooling at 0 C,A cooling solution was obtained, and FMOC-Cl (25 g, 97 mmol) was dissolved in diethyl ether (100 ml).And added dropwise to the cooling solution, stirred for 30 minutes, and then stirred at room temperature overnight.The obtained reaction mixture A was filtered, and the obtained solid was washed with water (3×100ml).The solvent was removed to give A1 (24.1 g, 95 mmol, 98%).

95%	With hydrazine hydrate; In water; acetonitrile; at 0 - 20℃;	At 0 C Fmoc chloride (2 mmol, 517.4 mg) dissolved in acetonitrile (30 mL) is added to hydrazine hydrate (20 mmol, 1 g, 10 equiv) dissolved in 10 mL of a 1/1 mixture water/acetonitrile. The reaction was stirred at 0 C for 2 h (formation of a white precipitate), then allowed to warm up to room temperature and stirred for an additional hour. The mixture was concentrated under vacuo and the precipitate was washed with water, cyclohexane, and then dried under vacuo to afford the pure title compound as a white solid (481 mg, 95%). Mp 174 C (lit. 172-173 C).refPreviewPlaceHolder30Comment1H NMR (DMSO) delta 4.07 (s, 2H), 4.18-4.31 (m, 3H), 7.32 (t, 2H, J=7.4 Hz), 7.41 (t, 2H, J=7.4 Hz), 7.68 (d, 2H, J=7.4 Hz), 7.88 (d, 2H, J=7.4 Hz), 8.34 (s, 1H); 13C NMR (DMSO) delta 46.6, 65.6, 120.1, 125.2, 127.0, 127.6, 140.7, 143.8, 158.2. MS (ESI) m/z: 255.1 [M+H]+.
81%	With hydrazine; In diethyl ether; at 0 - 20℃; for 0.5h;	Fmoc-CI (10 g, 38.7 MMOL) dissolved in diethyl ether (180 mL) was added dropwise to a solution of hydrazine hydrate (3.8 mL, 77 MMOL) in diethyl ether (100 mL) cooled in an ice-bath. White precipitation formed quickly. When all the FMOC-CI was added the resulting white suspension was warmed to rt. and stirred for 30 min. The white solid was isolated by filtration, washed with diethyl ether (x3) and water (x3) and dried in vacuo to give the desired product. Yield : 8 g (81%) ; Rf = 0.2 (PE: EA 1: 1 + a few drops of acetic acid); HPLC: Rt = 4.16 min. (>99%) ; H-NMR (DMSO-D6, 250 MHz) 8 8.34 (br, 1 H), 7.90-7. 88 (d, J = 7.3, 2H), 7.71-7. 68 (d, J = 7.3, 2H), 7.45-7. 29 (m, 4H), 4.30-4. 18 (m, 3H), 4.08 (br, 2H) ; 13C (DMSO-D6, 250 MHz) 8 158.2, 143.8, 140.7, 127.6, 127.0, 125.2, 120.0, 65.6, 46.7 ; ES-MS: mass CALCD for C15H15N202 255.1 (MH+). Found m/z 255.1.
	With hydrazine; In diethyl ether; at 0 - 20℃; for 16.5h;	40 Hydrazine (18.0 mL, 213 mmol) was dissolved in 41 diethyl ether (240 mL) at 0 C.A solution of 42 Fmoc chloride (1) (12.0 g, 46.4 mmol) in diethyl ether (240 mL) was added to the hydrazine solution over a 30-minute period. The reaction mixture was stirred at room temperature for 16 h. The solution was evaporated, and 26 water (400 mL) and 15 ethyl acetate (400 mL) were added. The organic phase was washed with water (4×150 mL). The resulting suspension was evaporated. 43 Fmoc-hydrazine (2) was obtained as a white solid (13.92 g, 118%). 1H NMR (300 MHz, CDCl3) delta (ppm) 7.71-7.29 (m, 8H), 6.05 (s, 1H), 4.45 (d, 1H, J=6.8 Hz), 4.23 (t, 1H, J=8.3 Hz), 3.81 (s, 2H). 13C NMR (75.5 MHz, CDCl3) delta (ppm) 143.6, 141.3, 127.8, 127.1, 120.1, 67.3, 47.1 IR (CHCl3) v (cm-1) 1686, 1633, 1506, 1446.
1.92 g	With hydrazine hydrate; In water; acetonitrile; at 20℃; for 12h;	Synthesized according to literature procedures [12,16]. Briefly, a solution of Fmoc-Cl (2.00 g,7.73 mmol) in 120 mL of CH3CN was added dropwise over 2 h at 0 C to a solution of excess hydrazinehydrate (3.8 mL, 78.0 mmol, 10 equiv) in 26 mL of CH3CN/H2O (1:1, v/v). The solution was warmedto room temperature and left stirring for 12 h, prior to being concentrated in vacuo and filtered.The resulting solid was washed with water, followed by hexanes, to give 1.92 g of white solid in 98%yield. The resulting 9H-fluoren-9-ylmethyl hydrazinecarboxylate 3 (1.92 g, 7.55 mmol) was suspendedin acetone (50 mL) and heated at reflux for 2 h. Acetone was evaporated in vacuo and the hydrazoneintermediate was dissolved in THF (50 mL), treated with acetic acid (0.48 mL, 8.39 mmol, 1.1 equiv) andNaBH3CN (521 mg, 8.31 mmol, 1.1 equiv), and stirred for 2 h. The volatiles were removed and the crudewas dissolved in EtOAc (100 mL), washed with 1Maqueous KHSO4 (4 50 mL) and brine (2 50 mL),dried over Na2SO4, and concentrated to give a white solid. The obtained product was dissolved inEtOH and heated for 1 h, followed by evaporation of EtOH to yield N?-isopropyl-fluoren-9-ylmethylcarbazate 4 as a white solid (1.32 g, 59% yield) after column chromatography using a 20-100% gradientof EtOAc in hexanes. NMR (CDCl3) spectra matched literature values [12].

References: [1]Journal of Organic Chemistry,2012,vol. 77,p. 5271 - 5278.
[2]Patent: US9115171,2015,B2 .Location in patent: Page/Page column 43.
[3]Patent: EP2182974,2015,B1 .Location in patent: Paragraph 0093.
[4]Patent: CN108178739,2018,A .Location in patent: Paragraph 0032; 0033; 0034.
[5]Tetrahedron,2011,vol. 67,p. 8187 - 8194.
[6]Journal of Heterocyclic Chemistry,2016,vol. 53,p. 1469 - 1473.
[7]Bioorganic and Medicinal Chemistry,2005,vol. 13,p. 4408 - 4424.
[8]Patent: WO2004/106289,2004,A1 .Location in patent: Page 31.
[9]Bioorganic Chemistry,2010,vol. 38,p. 229 - 233.
[10]Bioconjugate Chemistry,2014,vol. 25,p. 2012 - 2020.
[11]Journal of Organic Chemistry,1972,vol. 37,p. 3404 - 3409.
[12]Organic Letters,2005,vol. 7,p. 5649 - 5652.
[13]Patent: US9809621,2017,B2 .Location in patent: Page/Page column 34.
[14]Molecules,2019,vol. 24.

2
[ 98-01-1 ]
[ 35661-51-9 ]
[ 74105-61-6 ]

References: [1]Synthesis,1980,p. 244 - 245.

3
[ 35661-51-9 ]
[ 4055-39-4 ]
[ 117606-69-6 ]

References: [1]Journal of Medicinal Chemistry,1989,vol. 32,p. 248 - 252.

4
[ 35661-51-9 ]
[ 108-94-1 ]
[ 74105-60-5 ]

Yield	Reaction Conditions	Operation in experiment
	at 20℃; for 1h;Neat (no solvent); Ball-milling;	General procedure: A mixture of aldehyde (0.5 mmol, 1 equiv) and hydrazine (0.5 mmol, 1.0 equiv) was ball-milled at 30 Hz for the specified time (see refPreviewPlaceHolderTable 1). When the reaction was complete, the product was recovered as a solid directly in the jar and then dried overnight under vacuo

References: [1]Synthesis,1980,p. 244 - 245.
[2]Tetrahedron,2011,vol. 67,p. 8187 - 8194.

5
[ 35661-51-9 ]
[ 104-88-1 ]
[ 74105-59-2 ]

References: [1]Synthesis,1980,p. 244 - 245.

6
[ 35661-51-9 ]
[ 104-55-2 ]
[ 74105-58-1 ]

References: [1]Synthesis,1980,p. 244 - 245.

7
[ 35661-51-9 ]
[ 1571-08-0 ]
[ 74105-62-7 ]

References: [1]Synthesis,1980,p. 244 - 245.

8
[ 75-44-5 ]
[ 35661-51-9 ]
[ 250280-31-0 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydrogencarbonate; In dichloromethane; water; toluene; for 0.166667h;	B) Eine Suspension aus 1,49 g des vorstehend erhaltenen N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-hydrazins (5,78 mmol), 60 ml Dichlormethan und 60 ml gesaettigter waessriger NaHCO3-Loesung wurde 5 Min. lang bei 0 °C stark geruehrt und anschliessend 5 Min. lang bei dieser Temperatur stehengelassen. Dann fuegte man mit einer Spritze 7,95 ml einer 1,89 M Phosgen-Loesung in Toluol zu der unteren organischen Phase hinzu. Nach vollstaendiger Zugabe wurde das Reaktionsgemisch weitere 10 Min. lang heftig geruehrt. Danach gab man zu der Reaktionsmischung 20 ml Wasser und 20 ml Dichlormethan hinzu und trennte die Phasen rasch. Die waessrige Phase wurde mit 50 ml Dichlormethan extrahiert und die vereinigten organischen Phasen wurden ueber Na2SO4 getrocknet. Nach Abdampfen des Loesungsmittels im Wasserstrahlpumpenvakuum und Trocknen des Rueckstandes im Oelpumpenvakuum erhielt man 1,35 g 5-(9H-fluoren-9-ylmethoxy)-3H-[1,3,4]oxadiazol-2-on (4,82 mmol) als farblosen Feststoff vom Schmelzpunkt 125 °C. 1H-NMR (250 MHz, CDCl3, 300 K) delta = 8.72 (bs, 1H, NH), 7.77 (d, J = 7.5 Hz, 2H, arom), 7.59 (d, J = 7.4 Hz, 2H, arom), 7.28-7.45 (m, 4H, arom), 4.49 (d, J = 7.8 Hz, 2H, CH2-CH), 4.32-4.41 (m, 1H, CH2-CH).
	With sodium hydrogencarbonate; In dichloromethane; water; toluene; for 0.25h;	2 equivalents of phosgene (1.89M in toluene; 4.2 ml) are added to a solution of 3.91 mmol of 9H-fluoren-9-ylmethyl hydrazinecarboxylate in 40 ml of dichloromethane and 40 ml of saturated aqueous NaHCO3 solution. The mixture is stirred for 15 minutes and then worked up as usual, giving 5-(9H-fluoren-9-ylmethoxy)-3H-[1,3,4]oxadiazol-2-one ("AB")58 mg; IR (KBr): 3300s, 1780s, 1650s, 1451m, 1426m, 1347m, 1224m, 918m, 758w, 740m cm-1
	In dichloromethane; toluene;	1. 5-(9H-Fluoren-9-ylmethoxy)-3H-[1,3,4]oxadiazol-2-one Two equivalents of phosgene (1.89 M in toluene; 4.2 ml) are added to a solution of 995 mg of 9H-fluoren-9-yl-methyl hydrazinecarboxylate in 40 ml of dichloromethane and 40 ml of saturated aqueous NaHCO3 solution. The mixture is stirred for 15 minutes and then worked up as usual, giving 5-(9H-fluoren-9-ylmethoxy)-3H-[1,3,4]oxadiazol-2-one ("A"). 58 mg; IR (KBr): 3300s, 1780s, 1650s, 1451m, 1426m, 1347m, 1224m, 918m, 758w, 740m cm-1.

Hydrazinecarboxylic acid 9/-r-fluoren-9-ylmethyl ester (150 mg, 0.59 mmol) was suspended in DCM (5 mL) and sat. NaHCU3 solution (5 mL). The biphasic mixture was stirred at 00C for 5 minutes. The two layers were allowed to separate and phosgene (20percent solution in toluene, 1.3 mL, 2.95 mmol) was added via syringe to the organic phase. The mixture was stirred at 00C for 10 minutes, the layers were separated and the aqueous layer was extracted with DCM (3 x 10 mL). The combined organic layers were dried over Na2SO.j, filtered and concentrated in vacuo to give 5-(9H-fluoren-9-ylmethoxy)-3/f-[l,3,4]oxadiazol- 2-one. The crude product (350 mg, 0.483 mmol) was dissolved in DCM (2 mL) and added to a suspension of resin-bound (R)-4-(l-amino-ethyl)-benzoic acid (106 mg, 0.069 mmol), swollen in DCM (5 mL) and collidine (136 muL, 1.035 mmol). The mixture was shaken 90 minutes at RT. The resin was filtered and washed with DMF (4 x 2 mL), methanol (4 x 2 mL) and DCM (4 x 2 mL). A test cleavage with TFA showed the right product (R)-4-(\\-(2-(((?H- fluoren-9-yl)methoxy)carbonyl)hydrazinecarboxamido)ethyl) benzoic acid. MS (m/z): 445.8 [M-I-H+]. Piperidin (20percent solution in DMF, 4 mL) was added and the mixture was shaken for 15 minutes. The resin was filtered, washed with DMF (4 x 2 mL), methanol (4 x 2 mL) and DCM (4 x 2 mL) and dried in vacuo. A test cleavage with TFA showed the right product. MS (m/z): 223.8 [M+H*]

References: [1]Journal of Organic Chemistry,1999,vol. 64,p. 7388 - 7394.
[2]Journal of Medicinal Chemistry,2001,vol. 44,p. 1938 - 1950.
[3]Angewandte Chemie - International Edition,2004,vol. 43,p. 6649 - 6652.
[4]Patent: WO2003/104196,2003,A1 .Location in patent: Page 36, 37.
[5]Patent: US6649613,2003,B1 .Location in patent: Page/Page column 16; 17.
[6]Patent: US6326403,2001,B1 .
[7]Patent: WO2009/36996,2009,A2 .Location in patent: Page/Page column 102.

9
[ 4926-12-9 ]
[ 35661-51-9 ]
[ 348110-32-7 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1938 - 1950.

10
[ 1137-61-7 ]
[ 35661-51-9 ]
[ 348110-34-9 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1938 - 1950.

11
[ 4160-80-9 ]
[ 35661-51-9 ]
[ 320727-73-9 ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran; for 16h;Heating / reflux;	2.0 mmol of 3-phenylglutaric anhydride and 2.0 mmol of Fmoc-hydrazine are dissolved in 30 ml of THF and heated under reflux for 16 hours. The product is then extracted with 50 ml of DCM and 50 ml of 1N HCl solution and the organic phase is dried with MgSO4 and filtered off. Removal of the solvent gives 5-[N'-(9H-fluoren-9-ylmethoxycarbonyl)hydrazino]-5-oxo-3-phenylpentanoic acid. RT=10.4 (30-->80percent B, 30 min); MS (ESI): m/e=910.8 ([2M+Na]+)

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1938 - 1950.
[2]Patent: US6649613,2003,B1 .Location in patent: Page/Page column 22; 23.

12
[ 53911-68-5 ]
[ 35661-51-9 ]
[ 348110-33-8 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1938 - 1950.

13
[ 57171-24-1 ]
[ 35661-51-9 ]
[ 348110-35-0 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1938 - 1950.

14
[ 35661-51-9 ]
[ 348110-29-2 ]
[ 348110-36-1 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1938 - 1950.

15
[ 35661-51-9 ]
[ 348110-30-5 ]
[ 348110-37-2 ]

References: [1]Journal of Medicinal Chemistry,2001,vol. 44,p. 1938 - 1950.

16
[ 35661-51-9 ]
[ 24801-88-5 ]
triethoxysilylpropyl semicarbazide-Fmoc [ No CAS ]

References: [1]Tetrahedron Letters,2003,vol. 44,p. 4191 - 4194.

17
[ 35661-51-9 ]
(4-isocyanato-butyl)-phosphonic acid dibenzyl ester [ No CAS ]
[ 773877-31-9 ]

References: [1]Synlett,2004,p. 1735 - 1738.

18
[ 35661-51-9 ]
(10-isocyanato-decyl)-phosphonic acid dibenzyl ester [ No CAS ]
[ 773877-29-5 ]

References: [1]Synlett,2004,p. 1735 - 1738.

19
[ 35661-51-9 ]
[ 862546-89-2 ]
9-fluorenylmethyl 1-[(triethoxysilyldecyl)aminocarbonyl]-2-hydrazinecarboxylate [ No CAS ]

References: [1]European Journal of Organic Chemistry,2005,p. 2473 - 2480.

20
[ 35661-51-9 ]
[ 84766-91-6 ]
[ 808733-50-8 ]

References: [1]Tetrahedron Letters,2005,vol. 46,p. 7073 - 7075.

21
[ 35661-51-9 ]
[ 530-62-1 ]
N'-[(9H-fluoren-9-ylmethoxy)carbonyl]-1H-imidazole-1-carbohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In DMF (N,N-dimethyl-formamide); for 1h;	Starting from 200 mg resin (0.06 MMOL), following the general procedure of Example 1 c, except substituting Fmoc-Ala-OPfp for FMOC-GLY-OPFP. Formation of the semicarbazide bond was achieved by acylation with FMOC-NHNHCOLM. This was prepared just prior to use by reaction of FMOCNHNH2 (0.18 MMOL) and CDI (0.18 MMOL) in dry DMF (1 mL) for 1 h. The resulting solution was then added directly to the resin. Reaction time 16 h. The title compound was obtained as a white solid. Yield : 3.1 mg (19percent) ; HPLC : Rt = 2.42 min. (>99percent); ES-MS: mass calcd for C12H18N503 280.1 (MH+). Found M/Z 280.1

References: [1]Bioorganic and Medicinal Chemistry,2005,vol. 13,p. 4408 - 4424.
[2]Patent: WO2004/106289,2004,A1 .Location in patent: Page 32-33.
[3]Journal of Peptide Science,2010,vol. 16,p. 141 - 147.
[4]Journal of the American Chemical Society,2016,vol. 138,p. 9751 - 9754.

22
[ 58885-60-2 ]
[ 35661-51-9 ]
N'-(3-tert-butoxycarbonylamino-propylidene)-hydrazinecarboxylic acid 9H-fluoren-9-ylmethyl ester [ No CAS ]

References: [1]Journal of Organic Chemistry,2005,vol. 70,p. 10701 - 10708.

23
[ 35661-51-9 ]
[ 128837-26-3 ]
[ 872554-73-9 ]

References: [1]Journal of Organic Chemistry,2005,vol. 70,p. 10701 - 10708.

24
[ 35661-51-9 ]
[ 84766-90-5 ]
[ 868170-01-8 ]

Yield	Reaction Conditions	Operation in experiment
24.38 g	at 45℃; for 12h;	Fmoc carbazate (14.86 g, 58.4 mmol) was added to a stirred solution of the aldehyde (2) (10.95 g, 58.5 mmol) (261 mL) The reaction mixture was stirred for 12 h at 45° C. and concentrated under vacuum to give crude solid that was triturated with petroleum ether to afford the hydrazone as a white solid (24.38 g). 1H NMR (400 MHz, CDCl3) delta (ppm) 1.35 (s, 9H, CH3 boc), 1.70 (m, 2H, CH2), 2.10 (m, 2H, CH2), 2.90 (m, 2H, CH2), 4.20 (m, 1H, CH), 6.83 (sl, 1H, NH), 7.65 (d, CH aromatic), 7.85 (d, CH aromatic), 8.66 (sl, 1H, NH), 10.70 (sl, 1H, NH).

References: [1]Journal of Organic Chemistry,2005,vol. 70,p. 10701 - 10708.
[2]Patent: US9809621,2017,B2 .Location in patent: Page/Page column 37; 38.

25
[ 35661-51-9 ]
[ 5437-45-6 ]
[N'-(9H-fluoren-9-ylmethoxycarbonyl)-hydrazino]-acetic acid benzyl ester [ No CAS ]

References: [1]Journal of Organic Chemistry,2005,vol. 70,p. 10701 - 10708.

26
[ 35661-51-9 ]
[ 808733-50-8 ]

References: [1]Journal of Organic Chemistry,2005,vol. 70,p. 10701 - 10708.

27
[ 35661-51-9 ]
[ 808733-43-9 ]

References: [1]Journal of Organic Chemistry,2005,vol. 70,p. 10701 - 10708.

28
[ 35661-51-9 ]
[N-(4-ethoxymethoxy-benzyl)-N'-(9H-fluoren-9-ylmethoxycarbonyl)-hydrazino]-acetic acid [ No CAS ]

References: [1]Journal of Organic Chemistry,2005,vol. 70,p. 10701 - 10708.

29
[ 24324-17-2 ]
[ 35661-51-9 ]

References: [1]Journal of Organic Chemistry,1972,vol. 37,p. 3404 - 3409.

30
[ 936015-89-3 ]
[ 35661-51-9 ]

Yield	Reaction Conditions	Operation in experiment
	With trifluoroacetic acid; In dichloromethane; at 0℃; for 1.5h;	A) In 200 ml trockenem Dichlormethan und 12,95 ml DIPEA (75,6 mmol) loeste man 10,0 g Boc-Hydrazin und kuehlte die Loesung anschliessend auf 0 °C ab. Zu dieser Vorlage wurde ueber einen Zeitraum von 30 Min. eine Loesung von 19,6 g FmocCl in 100 ml trockenem Dichlormethan zugetropft. Dann liess man das Reaktionsgemisch ueber Nacht bei RT ruehren. Im Anschluss wurde die organische Phase mit 200 ml Wasser extrahiert, ueber Na2SO4 getrocknet und im Wasserstrahlpumpenvakuum auf ein Volumen von 100 ml eingeengt. Dann gab man unter Eiskuehlung 100 ml Trifluoressigsaeure hinzu und liess die Mischung fuer 1,5 h ruehren. Man gab 300 ml gesaettigter waessriger Na2CO3-Loesung zu der Mischung hinzu, filtrierte und trocknete die abgetrennte organische Phase ueber Na2SO4. Eindampfen des Loesungsmittels im Wasserstrahlpumpenvakuum und Trocknung des erhaltenen Rueckstandes im Oelpumpenvakuum lieferte 18,02 g N-[(9H-fluoren-9-ylmethoxy)-carbonyl]-hydrazine (70,8 mmol) als farblosen Feststoff vom Schmelzpunkt 150-153 °C. 1H-NMR (250 MHz, DMSO-d6, 300 K) delta = 10.10 (bs, 1H, NH), 9.60 (bs, 1H, NH), 7.89 (d, J = 7.6 Hz, 2H, arom), 7.70 (d, J = 7.3 Hz, 2H, arom), 7.30-7.45 (m, 4H, arom), 4.48 (d, J = 6.6 Hz, 2H, CO-CH2), 4.27 (t, J = 6.7 Hz, 1H, CO-CH2-CH).

References: [1]Patent: WO2003/104196,2003,A1 .Location in patent: Page 36.

31
[ 59483-84-0 ]
[ 35661-51-9 ]
[ 801298-96-4 ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran; at 20℃; for 18h;	Fmoc-NHNH2 (750 mg, 2.95 MMOL) and bis (pentafluorophenyl) carbonate (1221 mg, 3.1 MMOL) were stirred in dry THF (15 mL) at rt for 18 h. The reaction mixture was diluted with water (50 mL) and extracted with EA (x3). The combined organic fractions were washed with 1 M HCI (X1) and brine (X1), dried (MgSO4), and concentrated to give a clear oil, which solidified in vacuo. Off- white solid. Yield : 1.32 g (96percent). Rf = 0.4 (PE: EA 3: 1). This compound was used crude, since it was partially unstable to purification by both recrystallization and silica chromatography

References: [1]Patent: WO2004/106289,2004,A1 .Location in patent: Page 31-32.

32
[ 123-05-7 ]
[ 35661-51-9 ]
[ 781603-59-6 ]

Yield	Reaction Conditions	Operation in experiment
47%	In ethanol; acetic acid;	Preparation of 3-{4-[N-(1-ethylpentyl)hydrazinomethyl]benzoylamino}propionic Acid Ethyl Ester Hhydrochloride Fmoc-hydrazide (12 g, 47.2 mmol) was dissolved in ethanol (400 mL) and 2-ethylhexanal (7.3 g, 56.6 mmol) was added. Glacial acetic acid (4 mL) was added and the solution stirred for 18 h at room temperature. N'-(1-ethylpentylidene)hydrazinecarboxylic acid 9H-fluoren-9-ylmethyl ester precipitated out of solution, and was collected by vacuum filtration and rinsed with ethanol to give beige needles (8 g, 47percent yield).

References: [1]Patent: US6503949,2003,B1 .

33
aqueous hydrazine [ No CAS ]
[ 82911-69-1 ]
[ 35661-51-9 ]

Yield	Reaction Conditions	Operation in experiment
	In diethyl ether; acetonitrile;	(a) Synthesis of N1 -Fluoren-9-ylmethoxycarbonyl-N2 -succinimido-oxy-carbonylhydrazine (Fmoc-Azgly-OSu) A solution of 95percent aqueous hydrazine (1.28 ml) in acetonitrile (100 ml) was added dropwise during 2 hours at laboratory temperature to a stirred solution of fluoren-9-ylmethyl succinimido carbonate (Fmoc-OSu, 13.48 g) in acetonitrile (200 ml) and the mixture was stirred for a further 16 hours and then filtered. The solid residue was washed with a 1:1 v/v mixture of acetonitrile and diethyl ether and then with diethyl ether, and then dried. There was thus obtained fluoren-9-ylmethoxycarbonylhydrazine (Fmoc-hydrazine, 7.81 g). A further 0.96 g of this material was obtained by concentration of the filtrate and washings, filtration and crystallisation of the solid residue from ethanol.

References: [1]Patent: US5602231,1997,A .

34
[ 35661-51-9 ]
[ 947527-93-7 ]

Yield	Reaction Conditions	Operation in experiment
95%		To the solution of Boc-L-phenylalanine (2.0 g, 7.54 mmol) in DCM (50 mL) was added HOBt (1.07 g, 7.92 mmol) followed by DCC (1.63 g, 7.92 mmol) and stirred for 30 min at room temperature. To this F-moc- hydrazine (1.91 g, 7.54 mmol) was added and the mixture was stirred overnight at room temperature. The precipitated DCHU was removed by filtration and the filtrate was evaporated. The additional DCHU was removed by subsequent trituration with cold ethyl acetate and filtration. The ethyl acetate solution was washed with 1N HCl (30 mL),10 percent NaHCO3 (30 mL), brine (30 mL), dried (Na2SO4) and concentrated to give 4.4 g of crude compound which was crystallized from chloroform - pet ether to give 3.6 g (95percent) of product as a white solid; mp. 160 - 161°C. Rf = 0.26 (1.5: 3.5 EtOAc/petrol ether) [alpha]D -11.2 (c 0.5, MeOH) 1H NMR (200 MHz, DMSO-d6) delta (ppm) 9.94 (br s, 1H, d2o exch.), 9.35 (br s, 1H, d2o exch.), 7.88 (d, J = 6.86 Hz, 2H), 7.73 (d, J = 7.04 Hz, 2H), 7.17 - 7.45 (m, 9H), 6.93 (d, J = 8.6 Hz, 1H, d2o exch.), 4.28 - 4.31 (m, 4H), 2.69 - 3.0 (m, 2H), 1.27 (s, 9H). 13C NMR (200 MHz, DMSO-d6) delta (ppm) 171.67, 155.95, 155.13, 143.58, 140.65, 137.94, 129.15, 127.95, 127.64, 127.06, 126.16, 125.24, 120.05, 79.09, 77.93, 66.11, 54.16, 46.44, 28.05. IR (KBr) nu 4000 - 3364, 3309, 3250, 3037, 3003, 2980, 1757, 1692, 1675, 1517 cm-1.

References: [1]Patent: EP1826199,2007,A1 .Location in patent: Page/Page column 14.

35
[ 35661-51-9 ]
[ 947527-97-1 ]

Yield	Reaction Conditions	Operation in experiment
81%		To the solution of Z-L-tryptophan (1.0 g, 2.96 mmol) in DCM (20 mL) was added HOBt (419.3 mg, 3.1 mmol) followed by DCC (640.3 mg, 3.1 mmol) and stirred for 30 min at room temperature. To this a suspension of F-moc- hydrazine (751.5 mg, 2.96 mmol) in DCM (10 mL) was added and the mixture was stirred overnight at room temperature. The precipitated DCHU was removed by filtration and the filtrate was evaporated. The additional DCHU was removed by subsequent trituration with cold ethyl acetate and filtration. The ethyl acetate solution was washed with 1N HCl (15 mL),10 percent NaHCO3 (15 mL), brine (15 mL), dried (Na2SO4) and concentrated to give 1.7 g of crude compound which was purified by column chromatography to give 1.39 g (81percent) of product as a white solid; mp. 191-192°C. [alpha]D -30.2 (c 0.5, MeOH) 1H NMR (200 MHz, DMSO-d6) delta (ppm) 10.82 (s, 1H), 10.08 (br s, 1H), 9.37 (br s, 1H), 7.89 (d, J = 7.04 Hz, 2H), 7.67-7.77 (m, 3H), 6.94-7.46 (m, 14H), 4.93 (s, 2H), 4.34 (m, 4H), 2.88-3.19 (m, 2H). 13C NMR (200 MHz, DMSO-d6) delta (ppm) 171.79, 155.99, 155.76, 143.62, 140.68, 136.88, 136.04, 128.22, 127.67, 127.41, 127.09, 125.27, 123.99, 120.82, 120.08, 118.48, 118.2, 111.26, 109.87, 66.15, 65.21, 53.93, 46.46, 27.84. IR (KBr) nu 4000 - 3385, 3276, 3062, 2949, 1730, 1708, 1694, 1681, 1668, 1623 cm-1.

References: [1]Patent: EP1826199,2007,A1 .Location in patent: Page/Page column 17.

Historical Records

Technical Information

• Acyl Group Substitution • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Complex Metal Hydride Reductions • Hydride Reductions • Lawesson's Reagent • Leuckart-Wallach Reaction • Mannich Reaction • Petasis Reaction • Preparation of Amines • Reactions of Amines • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Specialized Acylation Reagents-Vilsmeier Reagent • Ugi Reaction

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

{[proInfo.proName]}

CAS No.: 35661-51-9

{[proInfo.proName]}

CAS No.: 35661-51-9

Alternative Products

Product Details of Fmoc-NHNH2

Safety of Fmoc-NHNH2

Application In Synthesis of Fmoc-NHNH2

[ 35661-51-9 ] Synthesis Path-Downstream 1~35

Related Products

Historical Records

Technical Information

Categories

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Molarity Calculator

Total Compounds Calculator

Dissolution Calculator