[ CAS No. 515-94-6 ] {[proInfo.proName]}

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2D 3D

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Quality Control of [ 515-94-6 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 515-94-6 ]

SDS Specification

Alternatived Products of [ 515-94-6 ]

Product Details of [ 515-94-6 ]

CAS No. :	515-94-6	MDL No. :	MFCD00044531
Formula :	C₃H₈N₂O₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	104.11	Pubchem ID :	-
Synonyms :

Safety of [ 515-94-6 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 515-94-6 ]

* 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.

Upstream synthesis route of [ 515-94-6 ]
Downstream synthetic route of [ 515-94-6 ]

[ 515-94-6 ] Synthesis Path-Upstream 1~2

1
[ 515-94-6 ]
[ 431-03-8 ]
[ 13515-06-5 ]

Reference： [1] Patent: US2005/84506, 2005, A1, . Location in patent: Page/Page column 53

2
[ 194427-76-4 ]
[ 515-94-6 ]
[ 565-71-9 ]
[ 56-84-8 ]
[ 6548-09-0 ]

Reference： [1] Organic Letters, 2012, vol. 14, # 8, p. 2054 - 2057

[ 515-94-6 ] Synthesis Path-Downstream 1~14

1
[ 600-05-5 ]
[ 515-94-6 ]

Reference： [1]Journal of the Chemical Society,1910,vol. 97,p. 1319
[2]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1894,vol. 19,p. 314
[3]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1909,vol. 59,p. 147

2
[ 600-05-5 ]
[ 515-94-6 ]
[ 632-12-2 ]

Reference： [1]Hoppe-Seyler's Zeitschrift fur Physiologische Chemie,1909,vol. 59,p. 147

3
[ 515-94-6 ]
[ 13368-86-0 ]

Yield	Reaction Conditions	Operation in experiment
	With disulfur dichloride In N,N-dimethyl-formamide

Reference： [1]Weinstock,L.M. et al. [Journal of Organic Chemistry, 1967, vol. 32, p. 2823 - 2829]

4
[ 1783-96-6 ]
[ 515-94-6 ]

Reference： [1]Agricultural and Biological Chemistry,1987,vol. 51,p. 549 - 556

5
[ 35761-26-3 ]
[ 515-94-6 ]

Reference： [1]Bulletin of the Chemical Society of Japan,1982,vol. 55,p. 633 - 634

6
[ 7664-41-7 ]
[ 2731-73-9 ]
[ 515-94-6 ]

Reference： [1]Helvetica Chimica Acta,1923,vol. 6,p. 957

7
[ 515-94-6 ]
[ 24424-99-5 ]
[ 104010-92-6 ]

Yield	Reaction Conditions	Operation in experiment
91%	With triethylamine In 1,4-dioxane; water at 20℃; for 10h;	3 To a solution of D,L-2,3-diaminoproponicacid (12) (5.0 g) and triethylamine (18 g, 0.18 mmole) in 1,4-dioxane and water (75 ml, 1/1) was added di-tert-butyl dicarbonate (17.08 g, 78.3 mmoles). The solution was stirred at room temperature for 10 h. After completion of the reaction ethylacetate (100 ml) and 1 N hydrochloric acid (100 ml) were added. The organic layer was washed with brine (2 x 100 ml). The solvent was dried and removed in vacuo, whereupon product 13 was obtained as a white solid: Yield 91%; mp 162-164°C.
68.8%	With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h;
62%	With sodium hydroxide In 1,4-dioxane; water at 20℃; for 24h;

	With triethylamine In 1,4-dioxane; water	2 3-diamino-N-(4-methyl-cyclohexyl)-propionamide 2 3-diamino-N-(4-methyl-cyclohexyl)-propionamide BOC20 (17.1 g) was added to a solution of D, L-2, 3-diaminopropionic acid (5.0 g) and triethylamine (24.8 ml) in DIOXANE/WATER 1 : 1 (76 ML). The solution was stirred overnight. EtOAc (100 ml) was added and the water phase was acidified with 1M HC1. The phases were separated and the organic phase was washed with brine, dried and concentrated to a give 8. 5 g of 2, 3-bis-tert-butoxycarbonylamino-propionic acid as a white solid. 6.0 g of the product was dissolved in DMF (180 ml) with HBTU (8.95 g) and diisopropylethylamine (10.2 ML). The resulting solution was stirred for 10 min before 4,4- DIMETHYL-CYCLOHEXYLAMINE hydrochloride (3.25 g) was added. The solution was stirred for 3. 5 h at room temperature and then diluted with 250 ml CH2C12. The mixture was washed with 1M HCl, water, NAHCO3 (SAT) and brine, dried and concentrated to give 7.63g of a crude product which was used without further purification. 7.0 g of the coupling product was added to 30 ml of an ice-cold 2. 5M HCL/MEOH solution. The mixture was then stirred at room temperature for 6 h before being neutralized with 1M NaOH. The aqueous solution was then extracted with CH2C12. The organic phase was dried and concentrated to give 2.66 G. 1H NMR (DMSO) 6 7.62 (bd, 1 H) 2.98 (M, 1 H) 2.64 (M, 1 H) 1.72 (M, 2 H) 1.63 (M, 2 H) 1.28 (M, 1 H) 1.15 (m, 2 H) 0.94 (M, 2 H) 0.84 (d, 3 H)
	Stage #1: 2,3-diaminopropanoic acid With sodium hydroxide In 1,4-dioxane; water at 20℃; for 0.25h; Stage #2: di-<i>tert</i>-butyl dicarbonate In 1,4-dioxane; water for 12h;
	With sodium hydrogencarbonate In 1,4-dioxane

Reference： [1]Current Patent Assignee: KONINKLIJKE PHILIPS ELECTRONICS NV - EP1019401, 2008, B1 Location in patent: Page/Page column 6-7
[2]Baraldi, Pier Giovanni; Tabrizi, Mojgan Aghazadeh; Pavani, Maria Giovanna; Del Carmen Nunez, Maria; Makaeva, Rimma; Gambari, Roberto; La Colla, Paolo; Romagnoli, Romeo [Arzneimittel-Forschung/Drug Research, 2003, vol. 53, # 2, p. 107 - 113]
[3]Takashima, Hiroshi; Hirai, Chiharu; Tsukahara, Keiichi [Bulletin of the Chemical Society of Japan, 2005, vol. 78, # 9, p. 1629 - 1634]
[4]Current Patent Assignee: ASTRAZENECA PLC - WO2004/69813, 2004, A1 Location in patent: Page 32
[5]Dutta, Pradip; Kumari, Smita; Paulraj, Justin; Sharma, Rupali; Vijaykumar, Gonela; Sankar Das, Hari; Sreejyothi; Sil, Swagata; Mandal, Swadhin K.; Sengupta, Aniruddha; Sarkar, Arindam [New Journal of Chemistry, 2021, vol. 45, # 23, p. 10524 - 10533]
[6]Baek, Ah-Rum; Chang, Yongmin; Choi, Garam; Ha, Seongmin; Islam, Md. Kamrul; Kim, Hee-Kyung; Kim, Minsup; Kim, Yeoun-Hee; Lee, Gang-Ho; Park, Hyun-Jin; Sung, Bokyung; Yang, Byeong-Woo [Pharmaceuticals, 2021, vol. 14, # 8]

8
[ 515-94-6 ]
[ 35578-47-3 ]
C₁₇H₁₂Br₂N₂O₂ [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2007,vol. 15,p. 4077 - 4084

9
[ 515-94-6 ]
[ 431-03-8 ]
[ 13515-06-5 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; In methanol; for 2.0h;Heating / reflux;	5,6-dimethyl-pyrazine-2-carboxylic acid: To a solution of 2,3-diaminopropionic acid (1.0 g, 9.6 mmol) in methanol (20 mL) was added butane-2,3-dione (728 muL; 11.5 mmol) and NaOH (1.4 g; 56.6 mmol). The mixture was refluxed for 2 h and then cooled to room temperature while air was bubbled through for 1 hour. The white precipitate was filtered and the gelatinous product was concentrated under vacuum. The crude product was taken up in dichloromethane, washed with 10% citric acid, dried over MgSO4 and filtered. The solvent was removed under reduced pressure to give 5,6-dimethyl-pyrazine-2-carboxylic acid as a volatile solid. The compound was used as is in the next step.

Reference： [1]Patent: US2005/84506,2005,A1 .Location in patent: Page/Page column 53

10
[ 1356449-87-0 ]
[ 56-41-7 ]
[ 515-94-6 ]
[ 4219-94-7 ]
[ 73-32-5 ]
[ 56-84-8 ]
[ 56-85-9 ]

Reference： [1]Journal of Natural Products,2012,vol. 75,p. 290 - 294

11
[ 1356449-88-1 ]
[ 56-41-7 ]
[ 515-94-6 ]
[ 4219-94-7 ]
[ 73-32-5 ]
[ 56-84-8 ]
[ 56-85-9 ]

Reference： [1]Journal of Natural Products,2012,vol. 75,p. 290 - 294

12
[ 194427-76-4 ]
[ 515-94-6 ]
[ 565-71-9 ]
[ 56-84-8 ]
[ 6548-09-0 ]

Reference： [1]Organic Letters,2012,vol. 14,p. 2054 - 2057

13
[ 54897-59-5 ]
[ 515-94-6 ]

Yield	Reaction Conditions	Operation in experiment
		Example 8 Nalpha,Nepsilon-dioleoyl-Dap; 2,3-bis(octadec-9-enamido)propanoic acid Synthesis Example 8-1 <strong>[54897-59-5]2,3-diaminopropionic acid monohydrochloride</strong> (1 g, 7.11 mmol) was reacted in accordance with the same methods as Example 1-1 and Example 1-2 to obtain 2,3-diaminopropionic acid.

Reference： [1]Patent: US2013/123485,2013,A1 .Location in patent: Page/Page column

14
(R)-(-)-3-[3-(1-tert-butylcarbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl]ureido]benzoic acid [ No CAS ]
[ 515-94-6 ]
C₃₂H₄₀N₂O₁₀ [ No CAS ]
[ 71989-14-5 ]
[ 103213-32-7 ]
[ 126631-93-4 ]
Fmoc-Glu(t-Bu)-OH [ No CAS ]
C₇₉H₁₂₁N₁₅O₃₁S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		[00196] In particular, the wmTC chelating moiety (symbolized as EC20)(-DAP-Asp-Cys) was first prepared according to a reported procedure36. Briefly, acid-sensitive Wang resin loaded with 0.106 mmol of H-carbonyl-trityl-L-cysteine (H-L-Cys (Trt)-OH) was reacted first with Fmoc- Asp(Otbu)-OH (0.265mmol), HATU (0.265 mmol) and diisopropylethylamine (1.06mmol) followed by addition of beta-L-diaminopropionic acid (0.265mmol),HATU (0.265 mmol) and diisopropylethylamine (1.06mmol) to yield the 9mTc chelating moiety. The chelator was then conjugated to Z-360 via a variety of spacers that were selected for both their abilities to render the final conjugate water soluble and to reduce nonspecific binding to receptor negative cells. The monomeric components of these spacers were derived from protected amino acids and a peptidosaccharide (PS) construct described by others. All conjugation reactions were performed under argon atmosphere. acid-sensitive Wang resin loaded with 0.106 mmol of fluorenylmethoxy carbonyl-trityl-L-cysteine (Fmoc-L-Cys(Trt)-OH) was reacted first with HATU (0.265 mmol), followed by sequential addition of the desired protected monomer (0.265 mmol). Fmoc protecting groups were removed after each coupling step using standard conditions (20% piperidine in dimethyl formamide). Removal of the partially deprotected conjugate from the polymeric support was finally accomplished by treatment with a cocktail solution comprising of 92.5% trifluoroacetic acid (TFA), 2.5% 1,2-ethanedithiol, 2.5% triisopropylsilane, and 2.5% deionized water. This reaction also resulted in simultaneous removal of all t-butyl (t-Bu), t- butoxycarbonyl (t-Boc) and trityl protecting groups.; Synthesis ofZ-360-Linker B [00221] Z-360 was first attached to a linker using the previously described procedure for the radio-imaging agent above to produce Z-360-linker B (Scheme 6 below). Scheme 6 Scheme 6: Synthesis of Z-360-linker B. Reagents and conditions: (a) (i) 20% piperidine/DMF, rt, 10 min; (ii) 3,4,5, 6-Di-isopropylidene-l-amino-deoxy(Fmoc-Glu-OH)-D-glucitol, HATU, DIPEA, 4 h; (b) (i) 20% piperidine/DMF, rt, 10 min; (ii) Fmoc-Glu(OtBu)-OH, HATU, DIPEA, 4 h; (c) (i) 20% piperidine/DMF, rt, 10 min; (ii)3,4,5,6-Di-isopropylidene-l-amino-deoxy(Fmoc- Glu-OH)-D-glucitol, HATU, DIPEA, 4 h; (d) (i) 20% piperidine/DMF, rt, 10 min; (ii) Fmoc- Glu(OtBu)-OH, HATU, DIPEA, 4 h; (e)(i) 20% piperidine/DMF, rt, 10 min; (ii) Fmoc-8-amino- octanoic , HATU, DIPEA, 4 h; (f) (i) 20% piperidine/DMF, rt, 10 min; Z-360, HATU, DIPEA, Overnight; i) TFA/H20/TIPS/EDT (92.5:2.5:2.5:2.5).

Reference： [1]Patent: WO2013/126797,2013,A1 .Location in patent: Paragraph 00196; 00221

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[ CAS No. 515-94-6 ] {[proInfo.proName]}

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Safety of [ 515-94-6 ]

Application In Synthesis of [ 515-94-6 ]

[ 515-94-6 ] Synthesis Path-Upstream 1~2

[ 515-94-6 ] Synthesis Path-Downstream 1~14

Precautionary Statements-General

Prevention

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Physical hazards

Health hazards

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