Phenylacetylcysteinylvaline

Base Information

• Chemical Name: Phenylacetylcysteinylvaline
• CAS No.: 101770-15-4
• Molecular Formula: C16H22 N2 O4 S
• Molecular Weight: 338.428
• DSSTox Substance ID: DTXSID10906620
• Wikidata: Q82875401
• Mol file: 101770-15-4.mol

Synonyms:phenylacetyl-L-cysteinyl-D-valine;phenylacetylcysteinylvaline

Chemical Property of Phenylacetylcysteinylvaline

Chemical Property:

• Vapor Pressure: 1.18E-17mmHg at 25°C
• Boiling Point: 647.6°Cat760mmHg
• Flash Point: 345.5°C
• PSA: 134.30000
• Density: 1.226g/cm³
• LogP: 1.65090
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 338.13002836
• Heavy Atom Count: 23
• Complexity: 422

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)O)NC(=O)C(CS)NC(=O)CC1=CC=CC=C1
• Isomeric SMILES: CC(C)[C@H](C(=O)O)NC(=O)[C@H](CS)NC(=O)CC1=CC=CC=C1

Technology Process of Phenylacetylcysteinylvaline

There total 2 articles about Phenylacetylcysteinylvaline 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:

N-(S-benzyl-N-phenylacetyl-L-cysteinyl)-D-valine → Phenylacetyl-L-Cysteinyl-D-valine (101770-15-4)

Guidance literature:

With ammonia; sodium;

DOI:10.1021/ja01141a081

Reference yield:

phenylacetyl chloride (103-80-0) → Phenylacetyl-L-Cysteinyl-D-valine (101770-15-4)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous NaOH

2: sodium; liquid NH₃

With sodium hydroxide; ammonia; sodium;

DOI:10.1021/ja01141a081

Reference yield:

Phenylacetyl-L-Cysteinyl-D-valine (101770-15-4) → penicillin G (61-33-6)

Guidance literature:

With ammonium bicarbonate; iron(II) sulfate; catalase; ascorbic acid; diothiothreitol; isopenicillin N synthetase from Cephalosporium acremonium CO₇₂₈;

DOI:10.1039/c39850001808

upstream raw materials:

phenylacetyl chloride

Downstream raw materials:

penicillin G

penicillin G methyl ester