S-Benzyl-L-Penicillamine

Base Information

• Chemical Name: S-Benzyl-L-Penicillamine
• CAS No.: 56614-75-6
• Molecular Formula: C₁₂H₁₅NO₂S
• Molecular Weight: 237.323
• Hs Code.: 2934999090
• Mol file: 56614-75-6.mol

Synonyms:N,S-benzylidene-penicillamine;4-Carboxy-5,5-dimethyl-2-phenylthiazolidine;5,5-dimethyl-2(S)-phenylthiazolidine-4(S)-carboxylic acid;4-THIAZOLIDINECARBOXYLIC ACID,5,5-DIMETHYL-2-PHENYL;5,5-dimethyl-2-phenyl-thiazolidine-4-carboxylic acid;optically inactive 5,5-dimethyl-2-phenyl-thiazolidine-4-carboxylic acid;5,5-Dimethyl-2-phenyl-4-thiazolidinecarboxylic acid;Opt.-inakt. 5,5-Dimethyl-2-phenyl-thiazolidin-4-carbonsaeure;

Chemical Property of S-Benzyl-L-Penicillamine

Chemical Property:

• Vapor Pressure: 8.1E-08mmHg at 25°C
• Melting Point: 152-153 °C
• Boiling Point: 420.4°Cat760mmHg
• PKA: 2.01±0.60(Predicted)
• Flash Point: 208°C
• PSA: 74.63000
• Density: 1.192g/cm³
• LogP: 2.58220

Purity/Quality:

98% ^*data from raw suppliers

5,5-Dimethyl-2-phenyl-1,3-thiazolidine-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of S-Benzyl-L-Penicillamine

There total 4 articles about S-Benzyl-L-Penicillamine 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: 85.0%

D-penicillamine (52-66-4,52-67-5,1113-41-3,5139-02-6) + benzaldehyde (100-52-7) → 2-phenyl-4-carboxy-5,5-dimethylthiazolidine (56614-75-6,70398-12-8,70398-13-9,109132-33-4,133209-48-0)

Guidance literature:

In water; at 25 ℃; for 3h;

DOI:10.1007/BF00764414

Reference yield: 48.0%

DL-Penicillamin (52-66-4) + benzaldehyde (100-52-7) → 5,5-dimethyl-2(S)-phenylthiazolidine-4(S)-carboxylic acid (56614-75-6)

Guidance literature:

In methanol; at 20 ℃;

DOI:10.1016/j.tet.2006.12.025

Reference yield:

2-phenyloxazolidine (3394-32-9) + penicillamine hydrochloride (22572-05-0) → 5,5-dimethyl-2(S)-phenylthiazolidine-4(S)-carboxylic acid (56614-75-6)

Guidance literature:

With methanol;

upstream raw materials:

2-phenyloxazolidine

penicillamine hydrochloride

DL-Penicillamin

benzaldehyde

Downstream raw materials:

methyl 5,5-dimethyl-2-phenylthiazolidine-4-carboxylate

1,1-dimethyl-3-phenyl-dihydro-thiazolo[4,3-c][1,4]oxazine-5,6,8-trione

3-acetyl-5,5-dimethyl-2-phenyl-thiazolidine-4-carboxylic acid

5,5-dimethyl-2-phenyl-thiazolidine-3,4-dicarboxylic acid-3-benzyl ester

Refernces

• 1、 -. "Anti-tumor compositions containing the reactive product of benzaldehyde or salicylaldehyde with penicillamine and method of use thereof". . . Retrieved 2008/06/13.
• 2、 Terol,Fernandez,Robbe,et al.. "2-Phenyl thiazolidine derivatives as radioprotective agents". . p. 149 - 151. Retrieved 2007/10/04.