81076-16-6

Basic information

• Product Name: [(2R,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranyl]-methanol
• Synonyms: [(2R,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranyl]-methanol
• CAS NO: 81076-16-6
• Molecular Weight: 294.348
• Mol File: 81076-16-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [(2R,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranyl]-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: [(2R,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranyl]-methanol(81076-16-6)
• EPA Substance Registry System: [(2R,3S)-3-((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-oxiranyl]-methanol(81076-16-6)

Safety Data

• Hazardous Substances Data: 81076-16-6(Hazardous Substances Data)

Upstream product

• 50622-09-8 2,3-O-isopropylidene-L-threitol 
• 90661-39-5 (E)-ethyl 3-((4S,5S)-5-((benzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate 
• 81028-12-8 (4S,5R)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane-5-carboxaldehyde 
• 78469-77-9 (4S,5S)-4-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane 
• 81028-13-9 (E)-3-<(4S-trans)-2,2-dimethyl-5-<(phenylmethoxy)methyl>-1,3-dioxolan-4-yl>-2-propenol 
• 81028-05-9 Acetic acid ((4R,5R)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-phenylsulfanyl-methyl ester 
• 81028-04-8 (2R,3S)-1-Benzyloxy-4-phenylsulfanyl-butane-2,3-diol 
• 81801-08-3 4-O-benzyl-2,3-O-isopropylidene-aldehydo-D-erythrose 
• 81028-13-9 (E)-3-((4S,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-prop-2-en-1-ol 
• 146862-77-3 (Z)-methyl cis-4,5-(isopropylidenedioxy)-6-(benzyloxy)-2-hexenoate 
• 81028-13-9 (Z)-3-((4S,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-prop-2-en-1-ol 
• 59779-75-8 diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate 
• 78513-07-2 ((2R,3S)-3-((benzyloxy)methyl)oxiran-2-yl)methanol 
• 81028-03-7 (Z)-4-benzyloxy-but-2-en-1-ol 

Downstream Products

• 81028-15-1 (1R,2R)-1-((4S,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propane-1,2,3-triol 
• 81028-15-1 (1R,2S)-1-((4S,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propane-1,2,3-triol 
• 81028-15-1 (1S,2S)-1-((4S,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propane-1,2,3-triol 
• 50-70-4 D-sorbitol 
• 488-45-9 L-iditol 
• 60660-58-4 L-altritol 
• 1228691-40-4 C₁₆H₂₁ClO₄ 
• 112775-40-3 {(2R,3S)-3-[(4R,5S)-5-((E)-(R)-11-Benzyloxy-dodec-1-en-8-ynyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxiranylmethoxy}-tert-butyl-dimethyl-silane 

Relevant articles and documents

STEREOCONTROLLED TOTAL SYNTHESIS OF THE MACROCYCLIC LACTONE (-)-ASPICILIN

The essential features of the enantiocontrolled total synthesis of (-)-aspicilin are the strategic use of the photochemical rearrangement of α,β-epoxy diazomethyl ketones to 4-hydroxyalkenoates (Scheme 1) and the stereochemical control of the Sharpless epoxidation, α,ο functionalization of an alkynol using potassium 3-aminopropylamine (KAPA) as acetylene zipper, coupling between C7 and C8 by means of a Wittig reaction and lactonization by using 2,6-dichlorobenzoyl chloride.