176779-93-4

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 141393-83-1 (4S,5S,6R)-N-(tert-butoxycarbonyl)-6,7-O-isopropylidene-2,3-dideoxy-hept-2-enono-1,4-lactam 
• 157809-42-2 (S)-2-[(S)-(tert-Butyl-dimethyl-silanyloxy)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-5-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester 
• 176779-92-3 (3aR,4S,6aR)-4-[(S)-(tert-Butyl-dimethyl-silanyloxy)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-2,2-dimethyl-6-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester 

Downstream Products

• 176723-02-7 Benzoic acid (4S,5R)-5-[(1S,2S)-1-tert-butoxycarbonylamino-2-(tert-butyl-dimethyl-silanyloxy)-3-oxo-propyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 

Relevant academic research and scientific papers

Divergent synthesis of 3-amino-3-deoxy- and 4-amino-4-deoxyhexoses

A new efficient synthesis of 3-amino-3-deoxy-D-altrose (13), 3-amino-3-deoxy-L-allose (17), and 4-amino-4-deoxy-D-talose (21) from 2,3-O-isopropylidene-D-glyceraldehyde (6) using N-(tert-butoxycarbonyl)-2-(tert-butyldimethylsiloxy)pyrrole (TBSOP) as homologative nucleophile is described. The procedure highlights the merits of densely functionalized homochiral heptonolactam 9 as a key divergent intermediate.