2-(Phenylmethoxycarbonylamino)-3-sulfanylpropanoic acid

Base Information

• Chemical Name: 2-(Phenylmethoxycarbonylamino)-3-sulfanylpropanoic acid
• CAS No.: 53907-29-2
• Molecular Formula: C₁₁H₁₃NO₄S
• Molecular Weight: 255.295
• NSC Number: 129835
• Mol file: 53907-29-2.mol

Synonyms:benzyloxycarbonyl-L-cysteine;benzyloxycarbonylcysteine;CBZ-cysteine

Chemical Property of 2-(Phenylmethoxycarbonylamino)-3-sulfanylpropanoic acid

Chemical Property:

• Vapor Pressure: 3.54E-09mmHg at 25°C
• Melting Point: 67 - 68 °C (hexane)
• Boiling Point: 457.9°Cat760mmHg
• Flash Point: 230.7°C
• PSA: 114.43000
• Density: 1.321g/cm³
• LogP: 1.68670
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 255.05652907
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

99% ^*data from raw suppliers

CBZ-L-CYS >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CS)C(=O)O

Technology Process of 2-(Phenylmethoxycarbonylamino)-3-sulfanylpropanoic acid

There total 7 articles about 2-(Phenylmethoxycarbonylamino)-3-sulfanylpropanoic acid 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: 98.0%

N,N'-bis(benzyloxycarbonyl)-L-cystine (6968-11-2) → N-benzyloxycarbonyl-L-cysteine (96289-13-3,53907-29-2)

Guidance literature:

N,N'-bis(benzyloxycarbonyl)-L-cystine; With triphenylphosphine; In tetrahydrofuran; water; at 20 ℃; for 16h; Inert atmosphere;

With sodium hydroxide; In water; pH=10; Inert atmosphere;

With hydrogenchloride; In water; pH=2; Inert atmosphere;

DOI:10.1021/ja3007484

Reference yield: 75.0%

L-Cysteine (52-90-4) + 1-benzyloxycarbonyl-1Hbenzo[d][1.2.3]triazole (57710-80-2) → N-benzyloxycarbonyl-L-cysteine (96289-13-3,53907-29-2)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃; for 2h;

DOI:10.1111/j.1747-0285.2011.01303.x

Reference yield:

silica gel, ethyl acetate + N,N'-bis(benzyloxycarbonyl)-L-cystine (6968-11-2) → N-benzyloxycarbonyl-L-cysteine (96289-13-3,53907-29-2)

Guidance literature:

With sulfuric acid; acetic acid; zinc; In methanol; tetrachloromethane; ethyl acetate;

upstream raw materials:

N,N'-bis(benzyloxycarbonyl)-L-cystine

Z-Cys(NPS)

L-Cysteine

benzyloxycarbonyl azide

Downstream raw materials:

N-Benzyloxycarbonyl-S-cyanoformyl-L-cystein

S-Acetyl-N-[(Phenylmethoxy)carbonyl]-L-cysteine

(R)-4-Mercaptomethyl-5-oxo-oxazolidine-3-carboxylic acid benzyl ester

C₂₈H₃₇NO₁₅S

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