88199-77-3

Basic information

• Product Name: (3R)-3-amino-4,4-dimethylthietan-2-one hydrochloride
• Synonyms: (3R)-3-amino-4,4-dimethylthietan-2-one hydrochloride
• CAS NO: 88199-77-3
• Molecular Weight: 167.66
• Mol File: 88199-77-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3R)-3-amino-4,4-dimethylthietan-2-one hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-3-amino-4,4-dimethylthietan-2-one hydrochloride(88199-77-3)
• EPA Substance Registry System: (3R)-3-amino-4,4-dimethylthietan-2-one hydrochloride(88199-77-3)

Safety Data

• Hazardous Substances Data: 88199-77-3(Hazardous Substances Data)

Upstream product

• 88199-79-5 (3R)-3-amino-4,4-dimethylthietan-2-one toluene-p-sulphonate 
• 88199-76-2 (3R)-3-amino-4,4-dimethylthietan-2-one hydrobromide 
• 40204-62-4 N-benzyloxycarbonyl-D-penicillamine 
• 84275-79-6 (3R)-3-benzyloxycarbonylamino-4,4-dimethylthietan-2-one 
• 88168-64-3 (3R)-4,4-dimethyl-3-(p-nitrobenzylideneamino)thietan-2-one 
• 88168-67-6 (3R)-3-furfurylideneamino-4,4-dimethylthietan-2-one 
• 88168-65-4 (3R)-3-benzylideneamino-4,4-dimethylthietan-2-one 
• 52-66-4 D-penicillamine 
• 88168-69-8 (3R)-3-(2-hydroxy-1-naphthylmethyleneamino)-4,4-dimethylthietan-2-one 
• 88168-59-6 (3R)-3-acetamido-4,4-dimethylthietan-2-one 

Downstream Products

• 88168-72-3 (3RS)-3-amino-3,4,4-trimethylthietan-2-one toluene-p-sulphonate 
• 88168-75-6 (2-RS)-2-amino-3-mercapto-2,3-dimethylbutanoic acid toluene-p-sulphonate 
• 59-53-0 N-acetyl-D-penicillamine 
• 88199-79-5 (3R)-3-amino-4,4-dimethylthietan-2-one toluene-p-sulphonate 
• 88168-66-5 (3RS)-3-benzylideneamino-3,4,4-trimethylthietan-2-one 
• 4894-12-6 4-isopropylidene-2-methyloxazol-5(4H)-one 
• 88168-65-4 (3R)-3-benzylideneamino-4,4-dimethylthietan-2-one 

Relevant articles and documents

Studies Related to Thietan-2-ones. Part 1. Conversion of D-Penicillamine into DL-2-Methylpenicillamine using Thietan-2-one-based Chemistry

A series of N-substituted derivatives of (3R)-3-amino-4,4-dimethylthietan-2-one has been prepared from D-penicillamine (3).Attempts to effect the methylathion at position 3 of the N-acetyl (7a), N,N-diacetyl (12), N-benzyloxycarbonyl (7b), or N-(p-nitrobenzylidene) derivative (15a) were unrewarding.Although the N-benzylidene and N-furfurylidene derivatives (15b) and (15c) were successfully methylated at position 3 by using iodomethane and potassium t-butoxide in tetrahydrofuran (THF), best results were achieved by treating the N-(2-hydroxy-1-naphthylmethylene) derivative (15d) with iodomethane and sodium hydride in N,N-dimethylformamide.Cleavage of the imine linkage of the methylated derivatives of the thietanones (15c) and (15d), i.e. compounds (19b) and (19c), was effected by using, respectively, toluene-p-sulphonic acid in THF and dilute hydrochloric acid in acetone.The derived salts of (3RS)-3-amino-3,4,4-trimethylthietan-2-one, i.e. (21a) and (21b), underwent hydrolysis in boiling water to give the corresponding salts of DL-2-methylpenicillamine, i.e. (22a) and (22b).