ChemicalBook--->CAS DataBase List--->3496-11-5

3496-11-5

3496-11-5 Structure

3496-11-5 Structure
IdentificationBack Directory
[Name]

Z-VAL-OSU
[CAS]

3496-11-5
[Synonyms]

Z-VAL-OSU
3496/11/5
CBZ-Val-Osu
Z-L-Val-OSu
Z-VALINE-OSU
Z-L-Val-ONSu
CBZ-L-VALINE-OSU
Z-L-VALINE HYDROXYSUCCINIMIDESTER
N-Cbz-L-valine Succinimidyl Ester
Z-VALINE 1-HYDROXYSUCCINIMDE ESTER
Z-L-VALINE HYDROXYSUCCINIMIDE ESTER
Z-L-VALINE N-HYDROXYSUCCINIMIDE ESTER
CBZ-L-VALINE HYDROXYSUCCINIMIDE ESTER
CBZ-L-VALINE N-HYDROXYSUCCINIMIDE ESTER
N-Carbobenzoxy-L-valine Succinimidyl Ester
N-Cbz-L-valine Succinimidyl Ester Z-Val-OSu
N-ALPHA-CBZ-L-VALINE N-HYDROXYSUCCINIMIDE ESTER
Z-L-valineN-hydroxysuccinimide ester≥ 98% (HPLC)
N-Benzyloxycarbonyl-L-valine N-succinimidyl ester
N-(Benzyloxycarbonyl)-L-valine succinimidyl ester
N-CARBOBENZOXY-L-VALINE-N-HYDROXYSUCCINIMIDE ESTER
N-Benzoxycarbonyl-L-valine N-succiniMidyl ester, 98%
BENZYLOXYCARBONYL-L-VALINE N-HYDROXYSUCCINIMIDE ESTER
N-alpha-Benzyloxycarbonyl-L-valine succinimidyl ester
2-(benzyloxycarbonylamino)-3-methyl-butyric acid succinimido ester
L-Valine,N-[(phenylmethoxy)carbonyl]-, 2,5-dioxo-1-pyrrolidinyl ester
(2,5-dioxopyrrolidin-1-yl) 3-methyl-2-(phenylmethoxycarbonylamino)butanoate
(S)-2,5-Dioxopyrrolidin-1-yl 2-(((benzyloxy)carbonyl)aMino)-3-Methylbutanoate
benzyl (S)-[1-[[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl]-2-methylpropyl]carbamate
[(S)-1-[[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl]-2-methylpropyl]carbamic acid benzyl ester
[EINECS(EC#)]

222-493-3
[Molecular Formula]

C17H20N2O6
[MDL Number]

MFCD00053547
[MOL File]

3496-11-5.mol
[Molecular Weight]

348.35
Chemical PropertiesBack Directory
[Melting point ]

114-118℃
[density ]

1.30±0.1 g/cm3(Predicted)
[storage temp. ]

-15°C
[solubility ]

Soluble in 1mmol in 2mL DCM.
[form ]

Powder
[pka]

10.51±0.46(Predicted)
[color ]

White to off-white
[Optical Rotation]

-21.534°(C=0.01 g/ml Dioxane)
[CAS DataBase Reference]

3496-11-5
Hazard InformationBack Directory
[Chemical Properties]

White to offwhite powder
[Uses]

N-Benzyloxycarbonyl-L-valine N-succinimidyl ester, is an amino acid which is widely used in pharmaceutical and food industry.
[Synthesis]

N-Hydroxysuccinimide

6066-82-6

N-Carbobenzyloxy-L-valine

1149-26-4

Z-VAL-OSU

3496-11-5

Step 1. To a stirred solution of N-hydroxybutanediimide (1 g, 4 mmol) and CBZ-L-valine (459 mg, 4 mmol) in tetrahydrofuran (THF, 20 mL) was added N,N'-dicyclohexylcarbodiimide (DCC, 908 mg, 4.4 mmol) at 0° C. The reaction was carried out at room temperature. The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the mixture was filtered and the filtrate was concentrated to afford (S)-2,5-dioxopyrrolidin-1-yl 2-(((benzyloxy)carbonyl)amino)-3-methylbutanoate (yield: 90%).

[References]

[1] Chemical Communications, 2015, vol. 51, # 67, p. 13213 - 13216
[2] Organic and Biomolecular Chemistry, 2015, vol. 13, # 28, p. 7736 - 7749
[3] Patent: WO2015/95227, 2015, A2. Location in patent: Page/Page column 133
[4] Journal of Medicinal Chemistry, 2018, vol. 61, # 3, p. 989 - 1000
[5] Journal of the American Chemical Society, 2003, vol. 125, # 22, p. 6677 - 6686
Safety DataBack Directory
[HS Code ]

2933.79.8500
Spectrum DetailBack Directory
[Spectrum Detail]

Z-VAL-OSU(3496-11-5)1HNMR
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