4-Nitrophenyl N-((benzyloxy)carbonyl)-L-valinate

Base Information

• Chemical Name: 4-Nitrophenyl N-((benzyloxy)carbonyl)-L-valinate
• CAS No.: 10512-93-3
• Molecular Formula: C19H20 N2 O6
• Molecular Weight: 372.378
• Hs Code.: 2924299090
• European Community (EC) Number: 234-047-5
• DSSTox Substance ID: DTXSID30146960
• Nikkaji Number: J81.521G
• Wikidata: Q83011864
• ChEMBL ID: CHEMBL3278835
• Mol file: 10512-93-3.mol

Synonyms:Z-Val-ONp;10512-93-3;4-Nitrophenyl N-((benzyloxy)carbonyl)-L-valinate;EINECS 234-047-5;(4-nitrophenyl) (2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoate;Z-L-Valine P-nitrophenyl ester;C19H20N2O6;(S)-4-NITROPHENYL 2-(((BENZYLOXY)CARBONYL)AMINO)-3-METHYLBUTANOATE;4-Nitrophenyl N-[(benzyloxy)carbonyl]-L-valinate;zvalonp;Z-L-Val-(p-Nitrophenyl)OH;Cbz-valine p-nitrophenyl ester;SCHEMBL7328473;CHEMBL3278835;DTXSID30146960;MFCD00038116;AKOS016003334;FD21109;HY-W142142;Z-Val-ONp, >=96.0% (TLC);AS-48961;CS-0201925;benzyloxycarbonyl-L-valine p-nitrophenyl ester;A896070;L-Valine,N-[(phenylmethoxy)carbonyl]-, 4-nitrophenyl ester;(S)-4-nitrophenyl 2-(benzyloxycarbonylamino)-3-methylbutanoate;L-Valine, N-((phenylmethoxy)carbonyl)-, 4-nitrophenyl ester;N-alpha-BenZyloxycarbonyl-L-valine p-nitrophenyl ester (CbZ-L-Val-ONp)

Chemical Property of 4-Nitrophenyl N-((benzyloxy)carbonyl)-L-valinate

Chemical Property:

• Vapor Pressure: 2.95E-12mmHg at 25°C
• Melting Point: 61 °C
• Boiling Point: 552.6°Cat760mmHg
• PKA: 10.57±0.46(Predicted)
• Flash Point: 288°C
• PSA: 110.45000
• Density: 1.261g/cm³
• LogP: 4.36530
• Storage Temp.: 2-8°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 372.13213636
• Heavy Atom Count: 27
• Complexity: 505

Purity/Quality:

97% ^*data from raw suppliers

Z-L-valine 4-nitrophenyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C(C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CC(C)[C@@H](C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OCC2=CC=CC=C2

Technology Process of 4-Nitrophenyl N-((benzyloxy)carbonyl)-L-valinate

There total 5 articles about 4-Nitrophenyl N-((benzyloxy)carbonyl)-L-valinate 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: 90.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + (S)-N-(benzyloxycarbonyl)valine (1149-26-4) → Z-Val-ONp (10512-93-3)

Guidance literature:

With N-ethylmorpholine;; hexamethylphosphorous triamide dichloride; In dichloromethane; 1) 0 deg C, 2 h, 2) overnight, r.t.;

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → Z-Val-ONp (10512-93-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride; diethyl ether; pyridine

2: pyridine

With pyridine; thionyl chloride; diethyl ether;

DOI:10.1002/hlca.19570400216

Reference yield:

bis(p-nitrophenyl)sulfite (25887-81-4) + (S)-N-(benzyloxycarbonyl)valine (1149-26-4) → Z-Val-ONp (10512-93-3)

Guidance literature:

With pyridine;

DOI:10.1002/hlca.19570400216

upstream raw materials:

bis(p-nitrophenyl)sulfite

(S)-N-(benzyloxycarbonyl)valine

4-nitro-phenol

4-Nitrophenyl chloroformate

Downstream raw materials:

benzyloxycarbonylvalyltyrosine ethyl ester

N²-(N-benzyloxycarbonyl-L-valyl)-N⁵-(toluene-4-sulfonyl)-L-ornithine methyl ester

N-(benzyloxycarbonyl)-L-valyl-L-threonine methyl ester

((S)-1-Diethylcarbamoyl-2-methyl-propyl)-carbamic acid benzyl ester