911061-50-2

Basic information

• Product Name: (2R,3S)-1-bromo-3-phenylpropane-2,3-diol
• Synonyms: (2R,3S)-1-bromo-3-phenylpropane-2,3-diol
• CAS NO: 911061-50-2
• Molecular Weight: 231.089
• Mol File: 911061-50-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2R,3S)-1-bromo-3-phenylpropane-2,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-1-bromo-3-phenylpropane-2,3-diol(911061-50-2)
• EPA Substance Registry System: (2R,3S)-1-bromo-3-phenylpropane-2,3-diol(911061-50-2)

Safety Data

• Hazardous Substances Data: 911061-50-2(Hazardous Substances Data)

Upstream product

• 4392-24-9 Cinnamyl bromide 
• 4392-24-9 3-bromo-1-phenyl-1-propenyl bromide 

Downstream Products

• 911061-51-3 C₉H₁₁N₃O₂ 
• 1277102-30-3 C₁₇H₁₃NO₃ 
• 1277102-35-8 C₁₇H₁₄FNO₃ 
• 1277102-26-7 C₁₇H₁₃NO₆S 
• 1277102-27-8 C₁₇H₁₄FNO₃ 
• 1277102-28-9 2-((2R,3R)-2,3-difluoro-3-phenylpropyl)isoindoline-1,3-dione 
• 1277102-25-6 C₁₇H₁₅NO₄ 
• 71620-89-8 (S,S)-reboxetine 
• 911061-55-7 C₁₁H₁₅NO₂ 
• 911061-54-6 C₁₁H₁₃NO₃ 
• 911061-53-5 2-chloro-N-((2S,3S)-2,3-dihydroxy-3-phenylpropyl)acetamide 
• 911061-52-4 C₉H₁₃NO₂ 
• 847805-34-9 (+)-(2S,3S)-2-[α-(2-ethoxyphenoxy)phenylmethyl]morpholine-4-carboxylic acid tert-butyl ester 
• 847805-32-7 (+)-(2S,3S)-2-[α-hydroxy(phenyl)methyl]morpholine-4-carboxylic acid tert-butyl ester 

Relevant articles and documents

Highly Enantioselective Iron-Catalyzed cis-Dihydroxylation of Alkenes with Hydrogen Peroxide Oxidant via an FeIII-OOH Reactive Intermediate

The development of environmentally benign catalysts for highly enantioselective asymmetric cis-dihydroxylation (AD) of alkenes with broad substrate scope remains a challenge. By employing [FeII(L)(OTf)2] (L=N,N′-dimethyl-N,N′-bis(2-methyl-8-quinolyl)-cyclohexane-1,2-diamine) as a catalyst, cis-diols in up to 99.8 % ee with 85 % isolated yield have been achieved in AD of alkenes with H2O2as an oxidant and alkenes in a limiting amount. This “[FeII(L)(OTf)2]+H2O2” method is applicable to both (E)-alkenes and terminal alkenes (24 examples >80 % ee, up to 1 g scale). Mechanistic studies, including18O-labeling, UV/Vis, EPR, ESI-MS analyses, and DFT calculations lend evidence for the involvement of chiral FeIII-OOH active species in enantioselective formation of the two C?O bonds.

Enantioselective synthesis of (+)-(S,S)-reboxetine

An efficient enantioselective synthesis leading directly to (+)-(S,S)-reboxetine has been described from commercially available trans-cinnammyl bromide using Sharpless asymmetric dihydroxylation as the key step. Georg Thieme Verlag Stuttgart.