1026328-70-0

Basic information

• Product Name: tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane
• Synonyms: tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane
• CAS NO: 1026328-70-0
• Molecular Weight: 328.505
• Mol File: 1026328-70-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane(1026328-70-0)
• EPA Substance Registry System: tert-Butyl-dimethyl-((4R,5R)-2-oxo-5-phenyl-2λ⁴-[1,3,2]dioxathiolan-4-ylmethoxy)-silane(1026328-70-0)

Safety Data

• Hazardous Substances Data: 1026328-70-0(Hazardous Substances Data)

Upstream product

• 155930-88-4 (1R,2R)-1-<(tert-Butyldimethylsilyl)oxy>-1-phenylpropane-1,2-diol 
• 100009-29-8 (E)-1-tert-butyldimethylsilyloxy-3-phenyl-2-propene 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 71700-50-0 1-(tert-butyldimethylsilyloxy)-3-phenyl-2-propene 

Downstream Products

• 98819-74-0 N-[(2S,3S)-3-(2-ethoxyphenoxy)-2-hydroxy-3-phenylpropyl]-2-chloroacetamide 
• 71620-89-8 (S,S)-reboxetine 
• 155930-92-0 (1R,2R)-1-Phenyl-3-(phenylthio)propane-1,2-diol 

Relevant articles and documents

Enantioselective synthesis of goniobutenolides A and B

Goniobutenolides A and B were synthesized in the enantiopure forms, employing the asymmetric dihydroxylation and cyclic sulfate rearrangement-opening reactions as the key stereocenter-forming steps.

An Access to erythro-Diols via Sharpless's Asymmetric Dihydroxylation Reaction

A method has been developed to access erythro-2,3-diols via Sharpless's asymmetric dihydroxylation reaction.Thus, a TBDMS-protected (E)-allylic alcohol is dihydroxylated and the resulting threo-2,3-diol is converted to the cyclic sulfate.Upon desilylation, this compound undergoes a Payne-type rearrangement.Nucleophilic epoxide-opening then provides an erythro-2,3-diol.The conversions from the cyclic sulfate to the diol product are performed in a single reaction vessel.Due to the irreversible nature of the Payne-type rearrangement, this process is easy to perform and completely regioselective independent of the substrate structures.Also, being performed in THF, the process is compatible with a variety of nucleophiles, including thiolates, -N3, -OAc, -CN, halides as well as carbon nucleophiles and hydride.