115887-89-3

Basic information

• Product Name: (3S,4R)-3-benzyloxycarbonylamino-4-iodomethyl-2-oxoazetidine-1-sulphonic acid tetrabutylammonium salt
• Synonyms: (3S,4R)-3-benzyloxycarbonylamino-4-iodomethyl-2-oxoazetidine-1-sulphonic acid tetrabutylammonium salt
• CAS NO: 115887-89-3
• Molecular Weight: 681.676
• Mol File: 115887-89-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3S,4R)-3-benzyloxycarbonylamino-4-iodomethyl-2-oxoazetidine-1-sulphonic acid tetrabutylammonium salt(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,4R)-3-benzyloxycarbonylamino-4-iodomethyl-2-oxoazetidine-1-sulphonic acid tetrabutylammonium salt(115887-89-3)
• EPA Substance Registry System: (3S,4R)-3-benzyloxycarbonylamino-4-iodomethyl-2-oxoazetidine-1-sulphonic acid tetrabutylammonium salt(115887-89-3)

Safety Data

• Hazardous Substances Data: 115887-89-3(Hazardous Substances Data)

Upstream product

• 92973-27-8 2-benzyloxycarbonylamino-4-O-chloroacetyl-2-deoxy-3-O-mesyl-D-threonamide 
• 115764-14-2 2-benzyloxycarbonylamino-4-O-chloroacetyl-2-deoxy-D-threonamide 
• 92973-31-4 2-benzyloxycarbonylamino-4-O-chloroacetyl-2-deoxy-3-O-mesyl-D-threonamide-N-sulphonic acid tetrabutylammonium salt 
• 115935-89-2 (3R,4R)-3-benzyloxycarbonylamino-4-hydroxymethyl-2-oxoazetidine-1-sulphonic acid tetrabutylammonium salt 
• 115764-26-6 (3S,4R)-3-benzyloxycarbonylamino-4-mesyloxymethyl-2-oxoazetidine-1-sulphonic acid tetrabutylammonium salt 

Downstream Products

• 115887-91-7 (3S,4R)-3-benzyloxycarbonylamino-4-methyl-2-oxoazetidine-1-sulphonic acid sodium salt 
• 80082-62-8 (3S-trans)-2-Oxo-3-[[(phenylmethoxy)carbonyl]amino]-4-methyl-1-azetidinesulfonic acid,tetrabutylammonium salt 

Relevant articles and documents

Enantioselective Synthesis of (3S)-trans-4-(Substituted Methyl)monobactams from 2,3-O-Isopropylidene-D-glyceraldehyde

The enantioselective synthesis of various (3S)-trans-4-(substituted methyl)-2-oxoazetidine-1-sulphonic acid derivatives from 2,3-O-isopropylidene-D-glyceraldehyde is described.Reaction of this aldehyde with trimethylsilyl cyanide gave a 80:20 ratio of the corresponding threo and erythro α-amino-nitriles, which by amino protection and subsequent treatment with basic hydrogen peroxide provided the corresponding α-amino carboxamides.Successive selective protection, activation, sulphonation and, finally, stereospecific cyclization of the threo α-carboxamide yielded (2S,4R)-3-benzyloxycarbonylamino-4-hydroxymethyl-2-oxoazetidine-1-sulphonic acid, an intermediate for the synthesis of the corresponding 4-acyloxymethyl-, 4-carbamoyloxymethyl-, 4-methylsulphonyloxy-methyl-, 4-iodomethyl-, and 4-methyl-2-oxozetidines.