1393792-78-3

Basic information

• Product Name: tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-dihydroxy-4,5-O-isopropylidene-6-(tert-butyldimethylsilyloxy)hexanoate
• CAS NO: 1393792-78-3
• Molecular Weight: 583.884
• Mol File: 1393792-78-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-dihydroxy-4,5-O-isopropylidene-6-(tert-butyldimethylsilyloxy)hexanoate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-dihydroxy-4,5-O-isopropylidene-6-(tert-butyldimethylsilyloxy)hexanoate(1393792-78-3)
• EPA Substance Registry System: tert-butyl (3R,4R,5S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-4,5-dihydroxy-4,5-O-isopropylidene-6-(tert-butyldimethylsilyloxy)hexanoate(1393792-78-3)

Safety Data

• Hazardous Substances Data: 1393792-78-3(Hazardous Substances Data)

Upstream product

• 114743-28-1 tert-butyl(((4S,5R)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)methoxy) dimethylsilane 
• 114817-96-8 (4S,5R)-2,2-dimethyl-4-hydroxymethyl-5-vinyl-1,3-dioxolane 
• 38838-06-1 methyl 5-deoxy-5-iodo-2,3-isopropylidene-β-D-ribofuranoside 
• 532-20-7 D-Ribose 
• 155934-55-7 (4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde 
• 38235-77-7 (R)-N-benzyl-1-phenylethylamine 

Relevant articles and documents

Doubly diastereoselective conjugate additions of the antipodes of lithium N-benzyl-N-(α-methylbenzyl)amide to enantiopure ε-O-protected α,β-unsaturated esters derived from d-ribose

Enantiopure ε-O-silyloxy- and ε-O-benzyloxy-α,β- unsaturated esters derived from d-ribose, each containing a cis-dioxolane unit, display excellent (≥95:5 dr) levels of diastereofacial directing ability upon conjugate addition of achiral lithium N-benzyl-N-isopropylamide. In contrast to the corresponding enantiopure ε-O-silyloxy-α,β-unsaturated ester derived from l-tartaric acid, which contains a trans-dioxolane unit, the conjugate additions of the antipodes of lithium N-benzyl-N-(α- methylbenzyl)amide to its cis-configured counterpart result in doubly diastereoselective 'matched' and 'mismatched' reaction pairings in which the inherent reagent control serves to augment or oppose, respectively, the established substrate diastereocontrol.