155396-65-9

Basic information

• Product Name: (2R,3S)-2-benzyloxy-3-tert-butoxy-carbonylamino-3-phenylpropanoic acid
• Synonyms: (2R,3S)-2-benzyloxy-3-tert-butoxy-carbonylamino-3-phenylpropanoic acid
• CAS NO: 155396-65-9
• Molecular Weight: 371.433
• Mol File: 155396-65-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (2R,3S)-2-benzyloxy-3-tert-butoxy-carbonylamino-3-phenylpropanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S)-2-benzyloxy-3-tert-butoxy-carbonylamino-3-phenylpropanoic acid(155396-65-9)
• EPA Substance Registry System: (2R,3S)-2-benzyloxy-3-tert-butoxy-carbonylamino-3-phenylpropanoic acid(155396-65-9)

Safety Data

• Hazardous Substances Data: 155396-65-9(Hazardous Substances Data)

Upstream product

• 1395491-92-5 (2R,3S)-2-benzyloxy-3-tert-butoxycarbonylamino-3-phenylpropionic acid ethyl ester 
• 132201-32-2 (2R,3S)-3-phenylisoserine hydrochloride 
• 143615-00-3 (2R,3S)-3-amino-3-phenyl-2-hydroxypropionic acid ethyl ester 
• 155487-36-8 2-Benzyloxy-1-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-ethanone 
• 155396-71-7 tert-butyl N-(phenyl(phenylsulfonyl)methyl)carbamate 
• 150884-50-7 benzaldehyde N-boc imine 
• 100-52-7 benzaldehyde 
• 19810-31-2 Benzyloxyacetyl chloride 
• 4248-19-5 tert-butyl carbazate 
• 155396-64-8 [(1S,2R)-2-Benzyloxy-3-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-oxo-1-phenyl-propyl]-carbamic acid tert-butyl ester 

Downstream Products

• 114915-20-7 Docetaxel 
• 154136-25-1 methyl (2R,3S)-2-benzyloxy-3-tert-butoxycarbonylamino-3-phenylpropanoate 
• 155396-66-0 4-acetoxy-2α-benzoyloxy-5β,20-epoxy-1,13α-dihydroxy-9-oxo-7β,10β-bis(2,2,2-trichloroethoxycarbonyloxy)-11-taxen-13α-yl (2R,3S)-3-(tert-butoxycarbonylamino)-3-phenyl-2-(benzyloxy)-propionate 
• 1053738-36-5 C₅₆H₆₁Cl₆NO₁₆ 

Relevant articles and documents

PROCESS FOR PREPARING (2R, 3S) 2-BENZYLOXY-3-TERT-BUTOXY CARBONYL AMINO-3-PHENYL PROPIONIC ACID

A method for preparing(2R,3S)-2-benzyloxy-3-tert-butoxy-carbonylamino-3-phenylpropionic acid of formula (I) is provided, and a method for purifying and isolating the compound is also provided. The method uses inexpensive, non-hazardous and easily available reagents and results in better yields and purity.

Catalytic asymmetric synthesis of the docetaxel (Taxotere) side chain: organocatalytic highly enantioselective synthesis of esterification-ready α-hydroxy-β-amino acids

A highly enantioselective catalytic route to protected β-amino-α-hydroxy acids, such as the side chain of Taxotere, is presented. The organocatalytic asymmetric reactions between unmodified protected α-oxyaldehydes and N-Boc-protected aryl imines give the corresponding compound with up to >19:1 dr and 99-99% ee.

Highly stereocontrolled and efficient preparation of the protected, esterification-ready docetaxel (Taxotere) side chain

A high-yield synthesis of the p-methoxybenzylidene-protected docetaxel (Taxotere) side chain, a useful derivative for efficient, epimerization-free esterification of the 7,10-bis[(trichloroethoxy)carbonyl] derivative of 10-desacetylbaccatin III for the preparation of docetaxel, has been effected; the C-4 and C-5 stereocenters of the 1,3-oxazolidine are generated with complete (≥99%) stereocontrol whereas that at C-2 is produced with 96% selectivity.