Z-Nva-osu

Base Information

• Chemical Name: Z-Nva-osu
• CAS No.: 71447-85-3
• Molecular Formula: C17H20 N2 O6
• Molecular Weight: 348.35
• DSSTox Substance ID: DTXSID501155532
• Mol file: 71447-85-3.mol

Synonyms:Z-NVA-OSU;71447-85-3;Z-L-NORVALINE N-HYDROXYSUCCINIMIDE ESTER;(S)-2,5-Dioxopyrrolidin-1-yl 2-(((benzyloxy)carbonyl)amino)pentanoate;SCHEMBL11288027;DTXSID501155532;MFCD00237397;4-BROMO-2,5-DIMETHOXYPHENETHYLAMINEHCL;Z-L-Norvaline N-hydroxysuccinimide ester (CbZ-L-Nva-OSu);(S)-2,5-dioxopyrrolidin-1-yl 2-(benzyloxycarbonylamino)pentanoate;(2,5-dioxopyrrolidin-1-yl) (2S)-2-(phenylmethoxycarbonylamino)pentanoate;(S)-2,5-Dioxopyrrolidin-1-yl2-(((benzyloxy)carbonyl)amino)pentanoate;N-[(Phenylmethoxy)carbonyl]-L-norvaline 2,5-dioxo-1-pyrrolidinyl ester

Chemical Property of Z-Nva-osu

Chemical Property:

• PSA: 102.01000
• LogP: 2.01750
• Storage Temp.: -15°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 348.13213636
• Heavy Atom Count: 25
• Complexity: 499

Purity/Quality:

99% ^*data from raw suppliers

Z-L-norvaline N-hydroxysuccinimide ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C(=O)ON1C(=O)CCC1=O)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CCC[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OCC2=CC=CC=C2

Technology Process of Z-Nva-osu

There total 4 articles about Z-Nva-osu which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Z-L-norvaline (21691-44-1) → N-<(benzyloxycarbonyl)-(S)-norvalyl>succinimide (71447-85-3)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 5 ℃;

DOI:10.1021/jm00395a022

Reference yield:

L-Norvaline (6600-40-4,498-18-0) → N-<(benzyloxycarbonyl)-(S)-norvalyl>succinimide (71447-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / NaOH

2: 9.8 g / dicyclohexylcarbodiimide / 1,2-dimethoxy-ethane

With sodium hydroxide; dicyclohexyl-carbodiimide; In 1,2-dimethoxyethane;

DOI:10.1021/jm00151a005

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-<(benzyloxycarbonyl)-(S)-norvalyl>succinimide (71447-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 77 percent / NaOH

2: 9.8 g / dicyclohexylcarbodiimide / 1,2-dimethoxy-ethane

With sodium hydroxide; dicyclohexyl-carbodiimide; In 1,2-dimethoxyethane;

DOI:10.1021/jm00151a005

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

Z-L-norvaline

L-Norvaline

benzyl chloroformate

Downstream raw materials:

C₁₅H₂₀N₂O₅

monobenzylamine salt of amino>ethyl>phosphonic acid

methyl N-α,N^G,N^G-tris(benzyloxycarbonyl)-L-arginyl-L-norvalyl>-8-amino-2,6-anhydro-3,8-dideoxy-glycero-D-talo-octonate

2-(3-(N-(N-Benzyloxycarbonyl)norvalyl)aminopyrrolidin-1-yl)-9-(2,4-difluorophenyl)-3-fluoro-6H-6-oxopyrido[1,2-a]pyrimidine-7-carboxylic acid benzyl ester