(5S,6R)-Benzylpenicilloic acid

Base Information

• Chemical Name: (5S,6R)-Benzylpenicilloic acid
• CAS No.: 89014-19-7
• Molecular Formula: C₁₆H₂₀N₂O₅S
• Molecular Weight: 352.411
• UNII: 02ZXX7U5JK
• Nikkaji Number: J409.385B
• Wikidata: Q27231560
• Mol file: 89014-19-7.mol

Synonyms:(5S,6R)-Benzylpenicilloic acid;02ZXX7U5JK;Benzylpenicilloic acid, (5S,6R)-;UNII-02ZXX7U5JK;89014-19-7;2-Thiazolidineacetic acid, 4-carboxy-5,5-dimethyl-alpha-((phenylacetyl)amino)-, (2S-(2alpha(S*),4alpha))-;2-Thiazolidineacetic acid, 4-carboxy-5,5-dimethyl-alpha-((phenylacetyl)amino)-, (alphaR,2S,4S)-;Q27231560;2-THIAZOLIDINEACETIC ACID, 4-CARBOXY-5,5-DIMETHYL-.ALPHA.-((PHENYLACETYL)AMINO)-, (.ALPHA.R,2S,4S)-;2-THIAZOLIDINEACETIC ACID, 4-CARBOXY-5,5-DIMETHYL-.ALPHA.-((PHENYLACETYL)AMINO)-, (2S-(2.ALPHA.(S*),4.ALPHA.))-

Chemical Property of (5S,6R)-Benzylpenicilloic acid

Chemical Property:

• XLogP3: -1.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 352.10929292
• Heavy Atom Count: 24
• Complexity: 505

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C(NC(S1)C(C(=O)O)NC(=O)CC2=CC=CC=C2)C(=O)O)C
• Isomeric SMILES: CC1([C@@H](N[C@@H](S1)[C@@H](C(=O)O)NC(=O)CC2=CC=CC=C2)C(=O)O)C

Technology Process of (5S,6R)-Benzylpenicilloic acid

There total 19 articles about (5S,6R)-Benzylpenicilloic 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: 12.0%

penicillin G (61-33-6) → (5S,6S,3S)-benzyl-D-penicilloic acid (89014-19-7) + (5R,6S,3S)-benzyl-D-penicilloic acid (87492-68-0)

Guidance literature:

With Zn(II) cyclen; water; at 15 - 35 ℃; Rate constant; Kinetics; Thermodynamic data;

Reference yield:

penicillin G (61-33-6) → benzylpenicilloic acid (13057-98-2,87492-68-0,89014-19-7,96572-86-0,96572-87-1) + benzylpenamaldic acid (64950-15-8,108101-72-0) + benzylpenilloic acid (501-34-8,28325-47-5) + benzylpenicillenic acid (3264-88-8,32347-08-3,108101-71-9) + benzylpenicillic acid (13093-87-3)

Guidance literature:

With hydrogenchloride; In water; at 30 ℃; Rate constant; hydrolysis;

Reference yield:

→ (R)-((2S)-4t-carboxy-5,5-dimethyl-thiazolidin-2r-yl)-(2-phenyl-acetylamino)-acetic acid (13057-98-2,87492-68-0,89014-19-7,96572-86-0,96572-87-1)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

propylamine

Penicillin G sodium

2-cyanoethylamine

trifluoroethylamine

Downstream raw materials:

(5R,6S,3S)-benzyl-D-penicilloic acid