874896-60-3

Basic information

• Product Name: (4R,Z)-methyl 4-(benzyloxy)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-enoate
• Synonyms: (4R,Z)-methyl 4-(benzyloxy)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-enoate
• CAS NO: 874896-60-3
• Molecular Weight: 306.359
• Mol File: 874896-60-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (4R,Z)-methyl 4-(benzyloxy)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,Z)-methyl 4-(benzyloxy)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-enoate(874896-60-3)
• EPA Substance Registry System: (4R,Z)-methyl 4-(benzyloxy)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-enoate(874896-60-3)

Safety Data

• Hazardous Substances Data: 874896-60-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 1061228-21-4 (4R,Z)-4-(benzyloxy)-4-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-2-enal 
• 340699-15-2 ethyl (2S,3S)-2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate 
• 340699-14-1 ethyl (2S,3S)-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate 
• 104322-67-0 (R)-2-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanol 
• 114185-07-8 ethyl (2R)-2-[(1S)-3,3-dimethyl(2,4-dioxolanyl)]-2-hydroxyacetate 
• 100-39-0 benzyl bromide 
• 874897-00-4 (S)-(2-Chloro-acetoxy)-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid ethyl ester 
• 88738-78-7 bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate 
• 104322-68-1 (2S)-benzyloxy-[(4S)-2,2-dimethyl-[1,3]dioxolan-4-yl]-acetaldehyde 

Downstream Products

• 874896-91-0 methyl (2R,3R,4S,5S)-2,3:5,6-di(O-isopropylidene)-4-O-benzyl-2,3,4,5,6-pentahydroxyhexanoate 
• 874896-90-9 methyl (2S,3S,4S,5S)-2,3:5,6-di(O-isopropylidene)-4-O-benzyl-2,3,4,5,6-pentahydroxyhexanoate 
• 874896-94-3 (2R,3R,4S,5S)-2,3:5,6-di(O-isopropylidene)-4-O-benzyl-2,3,4,5,6-pentahydroxyhexanal 
• 874896-93-2 (2S,3S,4S,5S)-2,3:5,6-di(O-isopropylidene)-4-O-benzyl-2,3,4,5,6-pentahydroxyhexanal 

Relevant articles and documents

Catalyst-directed diastereoselectivity in hydrogenative couplings of acetylene to α-chiral aldehydes: Formal synthesis of all eight L-hexoses

(Chemical Equation Presented) Hydrogenative coupling of acetylene to α-chiral aldehydes 1a-4a using enantiomeric rhodium catalysts ligated by (S)-MeO-BIPHEP and (R)-MeO-BIPHEP delivers the diastereomeric products of carbonyl-(Z)-buladienylation 1b-4b and 1c-4c, respectively, with good to excellent levels of catalyst directed diastereofacial selectivity. Diastereomeric L-glyceraldehyde acetonide adducts 1b and 1c were converted to the four isomeric enoates 6b, 8b, 6c, and 8c, representing a formal synthesis of all eight L-hexoses.