150949-07-8

Basic information

• Product Name: methyl (2S,3S)-phenylisoserine
• Synonyms: methyl (2S,3S)-phenylisoserine
• CAS NO: 150949-07-8
• Molecular Weight: 195.218
• Mol File: 150949-07-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: methyl (2S,3S)-phenylisoserine(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2S,3S)-phenylisoserine(150949-07-8)
• EPA Substance Registry System: methyl (2S,3S)-phenylisoserine(150949-07-8)

Safety Data

• Hazardous Substances Data: 150949-07-8(Hazardous Substances Data)

Upstream product

• 101067-78-1 (+/-)-(3R,4S)-3-hydroxy-4-phenyl-N-(4-methoxyphenyl)azetidin-2-one 
• 19190-80-8 methyl trans-3-phenylglycidate 
• 103-26-4 Methyl cinnamate 
• 5321-31-3 phenylglycidylchloride hydrochloride 
• 157722-40-2 (S)-3-Amino-2-oxo-3-phenyl-propionitrile 
• 2935-35-5 (S)-2-phenylglycine 
• 274681-81-1 isopropyl (2R,3S)-3-(acetylamino)-2-(methanesulfonyloxy)-3-phenylpropionate 
• 195624-97-6 (2R,3S)-3-acetylamino-2-hydroxy-3-phenylpropanoic acid isopropyl ester 
• 7780-06-5 isopropyl cinnamate 
• 67-56-1 methanol 
• 342411-01-2 isopropyl (2S,3S)-3-(acetylamino)-2-hydroxy-3-phenylpropionate 
• 157722-41-3 methyl 3-amino-2-keto-3-phenylpropionate 
• 129866-71-3 Methyl (2S,3S)-(+)-2-hydroxy-3-azido-3-phenyl-propionate 
• 94612-33-6 1-(4-methoxyphenyl)-4-phenylazetidine-2,3-dione 

Downstream Products

• 342411-13-6 methyl (2R,3S)-2-amino-3-(tert-butoxycarbonylamino)-3-phenylpropionate 
• 342411-11-4 2-azido-3-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 949023-16-9 (4S,5R)-3-benzoyl-2-(4-methoxyphenyl)-4-phenyl-1,3-oxazolidine-5-carboxylic acid 
• 32981-85-4 methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate 
• 32981-85-4 syn-(+/-)-2-hydroxy-3-(benzoylamino)-3-phenylpropanoic acid methyl ester 
• 144541-45-7 methyl (2S,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate 
• 158830-39-8 methyl (2S,3S)-2-hydroxy-3-(N-tert-butoxycarbonylamino)-3-phenylpropanoate 

Relevant articles and documents

Synthesis method of paclitaxel side chain and analogs thereof (by machine translation)

The invention discloses a synthesis method of a taxol side chain ((4S, 5R) -3 - benzoyl -2 - (4 - methoxyphenyl) -4 - phenyl -5 - oxazoline carboxylic acid) shown as a formula (f) and a series of reactions such as epoxidation, methyl esterification, ammonolysis, ester hydrolysis, condensation, configuration overturning, condensation and hydrolysis as well as analogues thereof. The invention discloses a synthesis method of the taxol side chain ((4S 5R) -3 -benzoyl -2 - (4 - methoxyphenyl) -4 - phenyl -5 - oxazoline carboxylic acid) and the like. The method has the advantages of short reaction time, high yield, good chiral selectivity, suitability for industrial production and the like. (by machine translation)

Efficient asymmetric synthesis of 2,3-diamino-3-phenylpropanoic acid derivatives

An efficient, stereoselective synthesis of selectively-protected anti and syn, methyl 2-amino-3-(Boc-amino)-3-phenylpropanoate is described. Preparation of syn β-acetylamino-α-hydroxy ester was from isopropyl cinnamate via an acetamide-based Sharpless ami

Synthesis of β-amino α-hydroxy carboxylic esters from oxiranecarboxylic esters

3-Aryl-3-azido-2-hydroxypropanoic esters, prepared from the corresponding 3-aryl-oxirane-2-carboxylic esters by ring opening with sodium azide, were reduced with tin(II) chloride dihydrate in methanol to give 3-amino-3-aryl-2-hydroxypropanoic esters in good yields.Under these conditions, halogen substituents in the aromatic rings were not affected.The nitro group, however, was partially reduced to the amino group.Treatment of aliphatic oxirane-2-carboxylic esters with acetonitrile in the presence of boron trifluoride etherate led to regiospecific formation of 2,4-dialkyl-2-oxazoline-5-carboxylic esters, resulting from reaction of the nitrile at C3.Acidic hydrolysis of these oxazoline-5-carboxylic esters gave the corresponding 3-(acylamino)-2-hydroxy carboxylic esters.With these two complementary methods, both aryl- and alkyl-substituted β-amino α-hydroxy acid derivatives are accessible.