944324-95-2

Basic information

• Product Name: (S)-3-Azido-3-phenyl-propane-1,2-diol
• Synonyms: (S)-3-Azido-3-phenyl-propane-1,2-diol
• CAS NO: 944324-95-2
• Molecular Weight: 193.205
• Mol File: 944324-95-2.mol

Chemical Properties

• CAS DataBase Reference: (S)-3-Azido-3-phenyl-propane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-Azido-3-phenyl-propane-1,2-diol(944324-95-2)
• EPA Substance Registry System: (S)-3-Azido-3-phenyl-propane-1,2-diol(944324-95-2)

Safety Data

• Hazardous Substances Data: 944324-95-2(Hazardous Substances Data)

Upstream product

• 104-54-1 3-Phenylpropenol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 116911-14-9 (2S,3S)-3-azido-3-phenyl-propane-1,2-diol 
• 98819-68-2 3-phenyl-(2R,3R)-oxiran-2-ylmethanol 
• 1026155-30-5 (2S,3S)-3-azido-2-((methylsulfonyl)oxy)-3-phenylpropyl pivalate 
• 944324-81-6 (2R)-2-[(S)-azido(phenyl)methyl]oxirane 
• 762-72-1 allyl-trimethyl-silane 
• 21915-53-7 2,3-epoxy-3-phenyl-1-propanol 

Downstream Products

• 757195-52-1 tert-butyl (1S)-2,3-dihydroxy-1-phenylpropylcarbamate 
• 140196-38-9 1,1-dimethyl (2-oxo-1-phenylethyl)carbamate 

Relevant articles and documents

Enantioselective synthesis of (+)-l-733,060

An efficient enantioselective synthesis of (+)-l-733,060 from cinnamyl alcohol is described. The key steps include a Sharpless asymmetric epoxidation, a regioselective allyl opening of an epoxide and piperidine ring formation via a one pot Staudinger/aza-Wittig reaction.

Phosphonate analogs of N-benzoyl-and N-Boc-3-phenylisoserine, the taxol C-13 side chain

Diastereoselectivity of the addition of diethyl phosphite to N-Boc-phenylglycinal reached 50% when NEt3 or KF were used as catalysts but employing lithium diethyl phosphonate lower d.e. was obtained. Separation of the required syn diethyl 2-[(tert- butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate (8a) from the antiisomer 8b was best achieved as O-benzoate 10a or O- trimethylsilyl 9a derivatives. Diethyl 2-(benzoylamino)-1-hydroxy- 2-phenylethylphosphonate (12a) was efficiently prepared (HCl- AcOEt) from 10a in a one-step procedure. The absolute configuration at C-1 in 8a and 8b was established from 1H and 13C NMR spectral data of their N,O-isopropylidene derivatives. Acyclic phosphonates from the a series (8, 10, 12) adopt antiperiplanar conformations.