145438-00-2

Basic information

• Product Name: methyl (+/-)-syn-3-chloro-2-hydroxy-3-phenylpropanoate
• CAS NO: 145438-00-2
• Molecular Weight: 214.649
• Mol File: 145438-00-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl (+/-)-syn-3-chloro-2-hydroxy-3-phenylpropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (+/-)-syn-3-chloro-2-hydroxy-3-phenylpropanoate(145438-00-2)
• EPA Substance Registry System: methyl (+/-)-syn-3-chloro-2-hydroxy-3-phenylpropanoate(145438-00-2)

Safety Data

• Hazardous Substances Data: 145438-00-2(Hazardous Substances Data)

Upstream product

• 19190-80-8 methyl trans-3-phenylglycidate 
• 100-52-7 benzaldehyde 
• 32803-73-9 methyl 3-phenyl-3-chloro-2-ketopropionate 
• 19190-80-8 cis-methyl 2,3-epoxy-3-phenylpropanoate 

Downstream Products

• 328402-07-9 methyl (2R,3R)-3-chloro-2-hydroxy-3-phenylpropanoate 
• 158830-39-8 methyl (2S,3S)-2-hydroxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate 
• 144541-45-7 methyl (2S,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate 
• 146848-91-1 (4S,5R)-2,4-diphenyl-2-oxazoline-5-carboxylic acid methyl ester 
• 99458-16-9 (2R,3S)-(+)-methyl 3-azido-2-benzoly-3-phenylpropionate 
• 129866-71-3 Methyl (2S,3S)-(+)-2-hydroxy-3-azido-3-phenyl-propionate 
• 99528-65-1 (2R,3R)-(+)-methyl 3-phenyloxiranecarboxylate 
• 124605-42-1 methyl (2R,3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-3-phenylpropionate 
• 32981-85-4 methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate 
• 99458-15-8 Methyl (2R,3S)-(+)-2-hydroxy-3-azido-3-phenyl-propionate 
• 115794-66-6 trans-methyl 3-phenylglycidate 
• 328402-04-6 methyl (2S,3S)-(+)-3-chloro-2-hydroxy-3-phenylpropanoate 
• 328402-05-7 methyl (2S,3R)-3-chloro-2-hydroxy-3-phenylpropanoate 
• 328402-02-4 (2R,3S)-2-Acetoxy-3-chloro-3-phenyl-propionic acid methyl ester 

Relevant articles and documents

Chemoenzymatic synthesis of the C-13 side chain of paclitaxel (Taxol) and docetaxel (Taxotere)

Reduction of methyl 3-chloro-2-oxo-3-phenylpropanoate with various reducing agents gave syn- and anti-3-chloro-2-hydroxy-3-phenylpropanoates 3, which underwent an efficient lipase-catalyzed resolution. All four diastereomers were subsequently converted to N-benzoyl-(2R,3S)-3-phenylisoserine methyl ester, C-13 side chain analogues of paclitaxel (Taxol).

Selective Additions of Gaseous Hydrochloric Acid to Crystalline Epoxides und Steroid-Epoxides

Solid epoxides add gaseous HCl or KBr regioselectively and without melting, if the melting points are sufficiently high.Such additions proceed diastereoselectively with chiral epoxides.These gas/solid reactions are compared to similar transformations in solution.One observes interesting reaction sequences in the conversions of steroidal epoxides.Thus the opening of the epoxide ring may be followed by cationic rearrangements, or it occurs elimination od water, if it creates conjugation to a carbonyl group.