[ CAS No. 636-65-7 ] {[proInfo.proName]}

Name: 636-65-7|(S)-4,5-Diamino-5-oxopentanoic acid|98%
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Quality Control of [ 636-65-7 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 636-65-7 ]

Product Details of [ 636-65-7 ]

CAS No. :	636-65-7	MDL No. :	MFCD00135661
Formula :	C₅H₁₀N₂O₃	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	AEFLONBTGZFSGQ-VKHMYHEASA-N
M.W :	146.14	Pubchem ID :	445883
Synonyms :

Calculated chemistry of [ 636-65-7 ] Expand+

Physicochemical Properties

Num. heavy atoms :	10
Num. arom. heavy atoms :	0
Fraction Csp3 :	0.6
Num. rotatable bonds :	4
Num. H-bond acceptors :	4.0
Num. H-bond donors :	3.0
Molar Refractivity :	33.54
TPSA :	106.41 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-10.27 cm/s

Lipophilicity

Log Po/w (iLOGP) :	0.06
Log Po/w (XLOGP3) :	-4.34
Log Po/w (WLOGP) :	-1.34
Log Po/w (MLOGP) :	-1.37
Log Po/w (SILICOS-IT) :	-1.42
Consensus Log Po/w :	-1.68

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	2.25
Solubility :	26100.0 mg/ml ; 179.0 mol/l
Class :	Highly soluble
Log S (Ali) :	2.72
Solubility :	76300.0 mg/ml ; 522.0 mol/l
Class :	Highly soluble
Log S (SILICOS-IT) :	0.68
Solubility :	698.0 mg/ml ; 4.78 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.75

Safety of [ 636-65-7 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 636-65-7 ]

* 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 [ 636-65-7 ]

[ 636-65-7 ] Synthesis Path-Downstream 1~49

1
[ 64-18-6 ]
[ 636-65-7 ]
[ 59867-85-5 ]

Reference： [1]Chemicke Listy,1954,vol. 48,p. 765
Collection of Czechoslovak Chemical Communications,1954,vol. 19,p. 1032,1033
Chem.Abstr.,1954,p. 13748

2
[ 88512-59-8 ]
[ 636-65-7 ]

Reference： [1]Nippon Kagaku Zasshi,1953,vol. 74,p. 832
Chem.Abstr.,1955,p. 7491

3
[ 86022-82-4 ]
[ 636-65-7 ]

Reference： [1]Journal of the American Chemical Society,1955,vol. 77,p. 1522,1524

4
[ 636-65-7 ]
[ 15050-24-5 ]
N²-(N-benzyloxycarbonyl-glycyl)-L-isoglutamine [ No CAS ]

Reference： [1]Journal of Biological Chemistry,1935,vol. 111,p. 225,243
Journal of Biological Chemistry,1936,vol. 115,p. 593,596, 599

5
N²-(4-nitro-benzyloxycarbonyl)-L-isoglutamine [ No CAS ]
[ 636-65-7 ]

Reference： [1]Journal of the American Chemical Society,1955,vol. 77,p. 1522,1524

6
[ 102747-85-3 ]
[ 636-65-7 ]

Reference： [1]Bulletin de la Societe Chimique de France,1957,p. 1373,1378

8
[ 636-65-7 ]
[ 2304-98-5 ]
N^α-Benzyloxycarbonyl-nitroarginyl-glutamin [ No CAS ]

Reference： [1]Canadian Journal of Chemistry,1960,vol. 38,p. 1946 - 1950

9
[ 636-65-7 ]
[ 25474-85-5 ]
[ 31883-86-0 ]

Reference： [1]Journal of Organic Chemistry,1971,vol. 36,p. 3960 - 3966

10
[ 6398-06-7 ]
[ 636-65-7 ]

Reference： [1]Justus Liebigs Annalen der Chemie,1961,vol. 640,p. 145 - 156
[2]Justus Liebigs Annalen der Chemie,1962,vol. 651,p. 194 - 205
[3]Journal of Pharmaceutical Sciences,1968,vol. 57,p. 757 - 764
[4]Journal of the American Chemical Society,1960,vol. 82,p. 1641 - 1644

11
[ 3981-39-3 ]
[ 636-65-7 ]

Reference： [1]Journal of the American Chemical Society,1971,vol. 93,p. 2746 - 2754

12
(S)-4-Amino-4-carbamoyl-butyric acid 4-nitro-benzyl ester; hydrobromide [ No CAS ]
[ 636-65-7 ]

Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1964,vol. 83,p. 53 - 66

13
[ 636-65-7 ]
[ 3483-82-7 ]
[ 131704-13-7 ]

Reference： [1]Journal of Organic Chemistry,1991,vol. 56,p. 3149 - 3153
[2]Tetrahedron,1995,vol. 51,p. 1827 - 1844

14
[ 636-65-7 ]
[ 5874-61-3 ]
N-Bz-Phe-Glu-NH₂ [ No CAS ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 2317 - 2320

15
[ 636-65-7 ]
[ 5874-61-3 ]
N-Bz-Phe-(D)-Glu-NH₂ [ No CAS ]
N-Bz-Phe-Glu-NH₂ [ No CAS ]

Reference： [1]Tetrahedron Letters,1994,vol. 35,p. 2317 - 2320

16
[ 636-65-7 ]
[ 830-03-5 ]
[ 25460-87-1 ]

Reference： [1]European Journal of Medicinal Chemistry,1983,vol. 18,p. 369 - 376

17
[ 92086-03-8 ]
[ 636-65-7 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1984,vol. 32,p. 1200 - 1208

18
(S)-4-Benzyloxycarbonylamino-4-carbamoyl-butyric acid 2,4,6-trimethyl-benzyl ester [ No CAS ]
[ 636-65-7 ]

Reference： [1]Australian Journal of Chemistry,1980,vol. 33,p. 2087 - 2095

19
<N-benzyloxycarbonyl-L-glutamic acid >-1-amide [ No CAS ]
[ 636-65-7 ]

Reference： [1]Chemische Berichte,1932,vol. 65,p. 1192,1198

20
N²-<toluene-4-sulfonyl>-L-isoglutamine [ No CAS ]
[ 636-65-7 ]

Reference： [1]Journal of the American Chemical Society,1954,vol. 76,p. 3110,3112

21
N²-benzyloxycarbonyl-L-isoglutamine benzyl ester [ No CAS ]
[ 636-65-7 ]

Reference： [1]Canadian Journal of Chemistry,1955,vol. 33,p. 1630

22
[ 13907-82-9 ]
aqueous NaOH [ No CAS ]
[ 636-65-7 ]
[ 56-85-9 ]

Reference： [1]Journal of the American Chemical Society,1957,vol. 79,p. 3767,3769

23
[ 51163-40-7 ]
aqueous NaOH [ No CAS ]
[ 636-65-7 ]
[ 56-85-9 ]

Reference： [1]Journal of the American Chemical Society,1957,vol. 79,p. 3767,3769

24
[ 636-65-7 ]
4-phenyl-butyric acid 4-guanidino-phenyl ester [ No CAS ]
Pbu-Glu-NH₂ [ No CAS ]

Reference： [1]Chemistry - A European Journal,2000,vol. 6,p. 463 - 467

25
[ 636-65-7 ]
3-benzoylamino-propionic acid 4-guanidino-phenyl ester [ No CAS ]
Bz-β-Ala-Glu-NH2 [ No CAS ]

Reference： [1]Chemistry - A European Journal,2000,vol. 6,p. 463 - 467

26
C₂₀H₂₁F₃N₄O₆ [ No CAS ]
[ 636-65-7 ]
4-carbamoyl-4-{4-[4-(2,4-diamino-6-oxo-1,6-dihydropyrimidin-5-yl)-1-(2,2,2-trifluoroacetyl)butyl]benzoylamino}butyric acid hydrochloride [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry,2005,vol. 13,p. 3587 - 3592

27
[ 843666-28-4 ]
[ 636-65-7 ]
[ 956595-53-2 ]

Yield	Reaction Conditions	Operation in experiment
80%	With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;	Succinimidyl tert-butyl hexadecandioate (100 mg, 0.227 mmol) was dissolved in DMF (2 ml) and treated with L-glutamylamide (37 mg, 0.25 mmol) and DIEA (58 mul, 0.34 mmol) and the mixture was stirred overnight. The solvent was evaporated in vacuo, and the crude product was dissolved in AcOEt, and washed twice with 0.2M HCI, with water and brine. Drying over MgSO4 and evaporation in vacuo gave omega-tert-butyl-carboxy- pentadecanoyl-L-glutamyl amide, 85 mg (80 %).1H-NMR (CDCI3) delta: 6.98 (s, 1 H), 6.60 (d, 1 H), 5.88 (s, 1 H), 4.69 (m, 1 H), 2.55-2.41 (m, 2H), 2.25-2.18 (m, 2H), 2.14 (m, 1 H), 1.93 (m, 1 H), 1.65-1.54 (m, 4H) 1.44 (s, 9H), 1.27 (br, 20H).

Reference： [1]Patent: WO2007/128817,2007,A2 .Location in patent: Page/Page column 82

28
[ 905303-13-1 ]
[ 636-65-7 ]
[ 956595-56-5 ]

Yield	Reaction Conditions	Operation in experiment
86%	In N,N-dimethyl-formamide; at 20℃; for 16h;	4-[9-(2,5-Dioxopyrrolidin-1-yloxycarbonyl) nonyloxy] benzoic acid tert-butyl ester (200 mg, 0.433 mmol) was stirred in DMF (2 ml.) and H-GIu-NH2 (63 mg) was added. The non-homogeneous mixture was stirred at rt for 16h. LC/MS analysis indicated the reaction had not gone to completion. H-GIu-NH2 (20 mg) and more DMF (2 ml.) were added and the mixture was stirred for 2 d at rt. The sample was concentrated under vacuum and AcOEt (50 ml.) was added. The solution was washed with 0.2 N HCI (2 x 25 ml.) and water (25 ml_), dried over MgSO4, and concentrated under vacuum to yield a white solid (180 mg, 86% yield).HPLC-MS m/z: 493 (M+1 ).

Reference： [1]Patent: WO2007/128817,2007,A2 .Location in patent: Page/Page column 89

29
[ 956595-59-8 ]
[ 636-65-7 ]
[ 956595-58-7 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; acetonitrile; at 20℃;pH 8.2;	7-(3-{4-[3-(3-Carboxypropionylamino)propoxy]butoxy}propylcarbamoyl)heptanoic acid tert-butyl ester (2.4 g), the crude product from step 3, was dissolved in THF (60 ml_), TSTU (2,1 1 g, 6.97 mmol) was added together with DMF (10 ml_), pH was adjusted to 8.2 with DIPEA (0.8 ml_). The mixture was stirred overnight under nitrogen.The mixture was evaporated and the residue dissolved in EtOAc which was extracted with HCI (0.1 M) 3 times. The organic layer was dried with magnesium sulphate, filtered and the filtrate evaporated to give 3.2 g oil.LCMS: Rt 4.57 min; m/z 614, corresponding to the activated acid. This crude product was dissolved in acetonitrile (40 ml.) and L-glutamic acid amide(0.6 g, 4.1 mmol) was added together with DMF (5 ml_), pH was adjusted to 8.2 with DIPEA (1.4 ml_).The mixture was stirred at RT for overnight; filtration followed by evaporation afforded thick yellow oil. This was extracted between EtOAc and HCI (0.1 M) as reported above, and the resulting dried EtOAc layer gave 1.66 g crude product on evaporation.LCMS: Rt 3.62 min; m/z (M+1 ) 645. The crude product was purified by preperative HPLC using acetonitrile/water/0.1 % TFA as eluent on C18 column (Jones, Kromasil RP18 5mum 15x225 mm). Gradient: 0.0-10.0 min 35% acetonitrile A; 10.0 - 30.0 min 35-90 % A; The product was collected in fractions from 16-18 min. The combined fractions were evaporated yielding the wanted product (1.0 g). LCMS : Rt 3.59 min; m/z (M+1 ) 645, calcd. 645.

Reference： [1]Patent: WO2007/128817,2007,A2 .Location in patent: Page/Page column 95-96

30
[ 636-65-7 ]
[ 6094-36-6 ]

Reference： [1]Journal of Biological Chemistry,1935,vol. 111,p. 225,243
Journal of Biological Chemistry,1936,vol. 115,p. 593,596, 599

31
[ 5707-87-9 ]
[ 636-65-7 ]

Reference： [1]Nippon Kagaku Zasshi,1953,vol. 74,p. 832
Chem.Abstr.,1955,p. 7491

32
[ 55878-80-3 ]
[ 636-65-7 ]

Reference： [1]Bulletin de la Societe Chimique de France,1957,p. 1373,1378

33
[ 102951-97-3 ]
[ 636-65-7 ]

Reference： [1]Bulletin de la Societe Chimique de France,1957,p. 1373,1378

34
[ 636-65-7 ]
[ 31883-87-1 ]

Reference： [1]Journal of Organic Chemistry,1971,vol. 36,p. 3960 - 3966

35
[ 636-65-7 ]
L-γ-Cyano-γ-aminobuttersaeure [ No CAS ]

Reference： [1]Journal of Organic Chemistry,1971,vol. 36,p. 3960 - 3966

36
[ 636-65-7 ]
[ 31883-89-3 ]

Reference： [1]Journal of Organic Chemistry,1971,vol. 36,p. 3960 - 3966

37
[ 636-65-7 ]
[ 31883-88-2 ]

Reference： [1]Journal of Organic Chemistry,1971,vol. 36,p. 3960 - 3966

38
[ 56-86-0 ]
platinum [ No CAS ]
[ 636-65-7 ]

Reference： [1]Journal of the American Chemical Society,1971,vol. 93,p. 2746 - 2754

39
[ 636-65-7 ]
[ 2483-17-2 ]

Reference： [1]Canadian Journal of Chemistry,1960,vol. 38,p. 1946 - 1950

40
[ 1155-62-0 ]
[ 636-65-7 ]

Reference： [1]Journal of the American Chemical Society,1960,vol. 82,p. 1641 - 1644
[2]Journal of the American Chemical Society,1960,vol. 82,p. 1641 - 1644

Yield	Reaction Conditions	Operation in experiment
		Representative compounds thus obtained are: ... 4-O-acetyl-6-O-stearoyl-2-glycolamido-2-deoxy-D-gluco-3-O-yl-acetyl-L-prolyl-D-isoglutamine, 4-O-acetyl-6-O-stearoyl-2-glycolamido-2-deoxy-D-glucos-3-O-yl-acetyl-L-seryl-D-isoglutamine, 4-O-acetyl-6-O-stearoyl-2-glycolamido-2-deoxy-D-glucos-3-O-yl-acetyl-L-phenylalanyl-D-isoglutamine, 4-O-acetyl-6-O-stearoyl-2-benzamido-2-deoxy-D-glucos-3-O-yl-acetyl-L-alanyl-D-isoglutamine, 4-O-acetyl-6-O-stearoyl-2-trifluoroacetamido-2-deoxy-D-glucos-3-O-yl-acetyl-L-alanyl-D:isoglutamine, 4-O-acetyl-6-O-stearoyl-2-methoxyacetamido-2-deoxy-D-glucos-3-O-yl-acetyl-L-alanyl-D-isoglutamine, and 4-O-acetyl-6-O-stearoyl-2-myristamido-2-deoxy-D-glucos-3-O-yl-acetyl-L-alanyl-D-isoglutamine. 4-O-acetyl-6-O-benzoyl-2-acetamido-2-deoxy-D-glucos-3-O-yl-acetyl-L-alanyl-D-isoglutamine, ...

42
[ 636-65-7 ]
[ 21156-62-7 ]
C₁₆H₂₁N₃O₅ [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2008,vol. 47,p. 5456 - 5460

43
[ 636-65-7 ]
[ 268205-33-0 ]
N-Bz-Phe-Glu-NH₂ [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2008,vol. 47,p. 5456 - 5460

44
[ 85-44-9 ]
[ 636-65-7 ]
[ 2614-08-6 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In toluene; at 110℃;Product distribution / selectivity;	L-iso<strong>[636-65-7]glutamine</strong> (100g) and phthalic anhydride (12Og) were suspended in toluene (1 liter) in a flask provided with a dean stark water separator. Triethyl amine (120 ml) was added to the flask. The contents of the flask were heated gradually to 1100C. The water generated during the course of reaction was separated azeotropically. After completion of reaction, the reaction mass was cooled to 50-600C and acetic anhydride (200ml) was added thereto slowly. The resulting suspension was heated at 110C, maintained for about three hours and cooled to 25-3O0C to obtain a solid. The solid was filtered and dried at 50-550C to obtain thalidomide (75g).; L-iso<strong>[636-65-7]glutamine</strong> (100g) and phthalic anhydride (14Og) were suspended in toluene (1 liter) in a flask provided with a dean stark water separator. Triethyl amine (135ml) was added to the flask. The contents of the flask were heated gradually to 1100C. The water generated during the course of reaction was separated azeotropically. After completion of reaction, the reaction mass was cooled to 50-600C and acetyl chloride (200ml) was added slowly to the reaction mass. The resulting suspension was heated at 1100C, maintained for about three hours and cooled to 25-3O0C to obtain a solid. The solid was filtered and dried at 50- 550C to obtain thalidomide (68g).
	With triethylamine; In chlorobenzene; at 110℃;Product distribution / selectivity;	L-iso<strong>[636-65-7]glutamine</strong> (100g) and phthalic anhydride (14Og) suspended in chlorobenzene (1 liter) in a flask provided with a dean stark water separator followed by triethyl amine (135ml). The contents of the flask were heated gradually to 110C. The water generated during the course of reaction was separated azeotropically. After completion of reaction, the reaction mass was cooled to 50-600C and acetyl chloride (200ml) was added thereto slowly. The resulting suspension was heated to 110C, maintained for about three hours and cooled to 25-3O0C to obtain a solid. The solid was filtered and dried at 50-550C to obtain thalidomide (75g).
	With triethylamine; In xylene; at 140℃;Product distribution / selectivity;	L-iso<strong>[636-65-7]glutamine</strong> (100g) and phthalic anhydride (14Og) were suspended in xylene (1 liter) in a flask provided with a dean stark water separator followed by triethyl amine (100ml). The contents of the flask were heated gradually to 140C. The water generated during the course of reaction was separated azeotropically. After completion of reaction, the reaction mass was cooled to 50-60C and acetic anhydride (200ml) was added thereto slowly. The resulting suspension was heated at 110C, maintained for about three hours and cooled to <n="16"/>25-3O0C to obtain a solid. The solid was filtered and dried at 50-550C to obtain thalidomide (65 g).

Reference： [1]Patent: WO2009/83724,2009,A1 .Location in patent: Page/Page column 12-13
[2]Patent: WO2009/83724,2009,A1 .Location in patent: Page/Page column 14
[3]Patent: WO2009/83724,2009,A1 .Location in patent: Page/Page column 13-14

45
[ 636-65-7 ]
[ 35661-60-0 ]
C₂₀H₂₂N₂O₅ [ No CAS ]
[ 112883-29-1 ]
[ 108-24-7 ]
[ 71989-23-6 ]
[ 35737-15-6 ]
[ 73731-37-0 ]
[ 105047-45-8 ]
[ 116611-64-4 ]
Fmoc-Arg(pg)-OH [ No CAS ]
Fmoc-Asn(pg)-OH [ No CAS ]
Fmoc-Glu(pg)-OH [ No CAS ]
Fmoc-Asp(pg)-OH [ No CAS ]
C₁₂₉H₁₉₈N₃₄O₃₇ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 4183 - 4189

46
[ 636-65-7 ]
[ 35661-60-0 ]
C₂₀H₂₂N₂O₅ [ No CAS ]
[ 112883-29-1 ]
[ 108-24-7 ]
[ 71989-23-6 ]
[ 35737-15-6 ]
[ 73731-37-0 ]
[ 105047-45-8 ]
[ 116611-64-4 ]
Fmoc-Arg(pg)-OH [ No CAS ]
Fmoc-Asn(pg)-OH [ No CAS ]
Fmoc-Glu(pg)-OH [ No CAS ]
Fmoc-Asp(pg)-OH [ No CAS ]
C₁₂₉H₁₉₈N₃₄O₃₇ [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 4183 - 4189

47
[ 636-65-7 ]
[ 35661-60-0 ]
[ 112883-29-1 ]
[ 108-24-7 ]
[ 71989-23-6 ]
[ 35737-15-6 ]
[ 73731-37-0 ]
[ 105047-45-8 ]
[ 116611-64-4 ]
Fmoc-Arg(pg)-OH [ No CAS ]
Fmoc-Asn(pg)-OH [ No CAS ]
Fmoc-Glu(pg)-OH [ No CAS ]
Fmoc-Asp(pg)-OH [ No CAS ]
Ac-WEEWDKEINKYTKLIHKLIRE-NH2 [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2015,vol. 13,p. 4183 - 4189

48
[ 636-65-7 ]
[ 641-70-3 ]
(S)-5-amino-4-(4-nitro-1,3-dioxoisoindol-2-yl)-5-oxopentanoic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	In N,N-dimethyl-formamide; at 90℃; for 16h;Molecular sieve;	3-Nitrophthalic anhydride (1) (25.0 g, 129 mmol),L-iso<strong>[636-65-7]glutamine</strong> (18.5 g, 126 mmol)Molecular sieves 92 g) were mixed in N, N-dimethylformamide (400 mL)And heated at 90 C for 16 hours.After completion of the reaction, the reaction solution was brought to room temperature and the molecular sieves were filtered off.The filtrate was concentrated and concentrated to give a yellow solid,Placed in a mixed solvent of methanol and water (V / V = 3: 26,232 ml) at room temperature overnight,Then filter it. The filtered solid was washed with (100 ml)And then dried in a vacuum oven (55 C) for 6 hours(S) -5-nitro-4-(4-amino-1,3-dioxinoindol-2-yl) -5-Oxopentanoic acid (2) (21.0 g, pale yellow solid, 53.0% yield).

Reference： [1]Patent: CN106432045,2017,A .Location in patent: Paragraph 0023; 0024; 0030; 0033

49
[ 636-65-7 ]
C₄H₇NO₂S [ No CAS ]
Ac-Gly-Glu-NH2 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%Spectr.	With sodium hydroxide; potassium hexacyanoferrate(III); In water; water-d2; at 20℃; for 0.333333h;pH 9.5;	General procedure: AA or alpha-amino amide (AA-NH2) (150 mM) was dissolved in degassed H2O/D2O(98:2; 1 ml) and the solution was adjusted to pH 9.5 with HCl/NaOH. Ac-Gly-SH (50 mM) was added and the total volume was adjusted to 2 ml with H2O/D2O(98:2). Potassium hexacyanoferrate(III) (K3[Fe(CN)6], 150 mM) was added and the solution was stirred at room temperature for 20 min while maintaining the solution at pH 9.5 with NaOH. The resulting suspension was centrifuged and the supernatant was analysed by one- and two-dimensional NMR spectroscopy(1H-1H correlated spectroscopy (COSY), 1H-13C heteronuclear single quantum coherence spectroscopy (HSQC) and 1H-13C HMBC in H2O/D2O (98:2). The yield was quantified using MSM as an internal standard. The ligation product (Ac-Gly-AA-X; X = OH or NH2) was confirmed by 1H-13C HMBC NMR spectralanalysis and high-resolution mass spectrometry (HRMS). Reaction mixtures were lyophilized and dissolved in DMSO-d6 or CD3OD for further NMR spectral analysis if 1H-13C HMBC cross-correlation peaks were obscured by the HOD resonance during the original NMR analysis in H2O/D2O (98:2). Yields and HRMS data are given in Table 3, Supplementary Table 8 (Ac-Gly-AA-OH), Extended DataTable 4 and Supplementary Table 9 (Ac-Gly-AA-NH2), and characterization data are provided in Supplementary Information.

Reference： [1]Nature,2019,vol. 571,p. 546 - 549

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Isomers

Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Addition of an Amine to a Conjugated Enone • Amides Can Be Converted into Aldehydes • Amine Synthesis from Nitriles • Amine Synthesis from Nitriles • Amines Convert Acyl Chlorides into Amides • Amines Convert Esters into Amides • Azide Reduction by LiAlH4 • Azide Reduction by LiAlH4 • Basicity of Amines • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Chichibabin Reaction • Diazotization Reaction • DIBAL Attack Nitriles to Give Ketones • Enamine Formation • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hofmann Elimination • Hofmann Rearrangement • Hydride Reductions • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Leuckart-Wallach Reaction • Mannich Reaction • Methylation of Ammonia • Methylation of Ammonia • Nitrosation of Amines • Peptide Bond Formation with DCC • Petasis Reaction • Preparation of Amines • Preparation of LDA • Reactions of Amines • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reductive Amination • Reductive Amination • Ring Opening of Azacyclopropanes • Ring Opening of Azacyclopropanes • Ring Opening of Oxacyclobutanes • Specialized Acylation Reagents-Vilsmeier Reagent • Strecker Synthesis • Synthesis of 2-Amino Nitriles • Ugi Reaction

Historical Records

Related Functional Groups of
[ 636-65-7 ]

Amino Acid Derivatives

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(R)-3,4-Diamino-4-oxobutanoic acid

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[ 6899-04-3 ]

DL-Glutamine

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(S)-2,6-Diamino-6-oxohexanoic acid

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(R)-2,6-Diamino-6-oxohexanoic acid

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Ghs Precautionary Statements

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

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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

[ CAS No. 636-65-7 ] {[proInfo.proName]}

Quality Control of [ 636-65-7 ]

Related Doc. of [ 636-65-7 ]

Product Details of [ 636-65-7 ]

Calculated chemistry of [ 636-65-7 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 636-65-7 ]

Application In Synthesis of [ 636-65-7 ]

[ 636-65-7 ] Synthesis Path-Downstream 1~49

Technical Information

Related Functional Groups of [ 636-65-7 ]

Amino Acid Derivatives

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 636-65-7 ]