115764-22-2

Upstream product

• 115764-17-5 2-benzyloxycarbonylamino-2-deoxy-3-O-mesyl-4-O-trityl-D-threonamide 
• 76-83-5 trityl chloride 
• 115802-86-3 2-benzyloxycarbonylamino-2-deoxy-3,4-O-isopropylidene-D-threonamide 
• 115764-12-0 2-benzyloxycarbonylamino-2-deoxy-D-threonamide 
• 115887-83-7 benzyl [(3S,4S)-4-hydroxy-2-oxotetrahydrofuran-3-yl]carbamate 
• 115764-16-4 2-benzyloxycarbonylamino-2-deoxy-4-O-trityl-D-threonamide 
• 501-53-1 benzyl chloroformate 

Relevant academic research and scientific papers

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.