(2R,3S)-3-Phenylisoserine ethyl ester

Base Information

• Chemical Name: (2R,3S)-3-Phenylisoserine ethyl ester
• CAS No.: 143615-00-3
• Molecular Formula: C11H15NO3
• Molecular Weight: 209.245
• Mol file: 143615-00-3.mol

Synonyms:CAS号:143615-00-3分子式:C11H15NO3分子量:209EINECS号:相关类别:Mol文件:143615-00-3.mol (2R,3S)-3-苯基异丝氨酸乙酯 性质熔点82-84℃

Chemical Property of (2R,3S)-3-Phenylisoserine ethyl ester

Chemical Property:

• Melting Point: 82-84℃
• Boiling Point: 355.3±42.0 °C(Predicted)
• PKA: 10.48±0.45(Predicted)
• PSA: 72.55000
• Density: 1.178
• LogP: 1.31070

Purity/Quality:

99% ^*data from raw suppliers

(2R,3S)-3-PhenylisoserineEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2R,3S)-3-Phenylisoserine Ethyl Ester is a reactant used in the preparation of Taxotere and Taxol side chain.

Technology Process of (2R,3S)-3-Phenylisoserine ethyl ester

There total 36 articles about (2R,3S)-3-Phenylisoserine ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

(2R,3S)-ethyl 3-acetamido-2-acetyloxy-3-phenylpropanoate → (2R,3S)-3-amino-3-phenyl-2-hydroxypropionic acid ethyl ester (143615-00-3)

Guidance literature:

With ethanol; potassium carbonate; at 20 ℃;

DOI:10.1021/ja509005e

Reference yield: 86.0%

(2R,3S)-3-azido-2-hydroxy-benzenepropanoic acid ethyl ester (144787-20-2) → (2R,3S)-3-amino-3-phenyl-2-hydroxypropionic acid ethyl ester (143615-00-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; under 760 Torr;

DOI:10.1016/S0040-4039(00)79128-3

Reference yield: 47.0%

rac-(2R,3S)-3-amino-3-phenyl-2-hydroxypropionic acid ethyl ester → (2S,3R)-3-amino-3-phenyl-2-hydroxypropionic acid (62075-28-9) + (2R,3S)-3-amino-3-phenyl-2-hydroxypropionic acid ethyl ester (143615-00-3)

Guidance literature:

With Burkholderia cepacia lipase immobilised on diatomaceous earth; water; In di-isopropyl ether; at 50 ℃; for 2.5h; optical yield given as %ee; enantioselective reaction; Enzymatic reaction;

DOI:10.1016/j.tetasy.2010.04.004

upstream raw materials:

(2R,3S)-3-azido-2-hydroxy-benzenepropanoic acid ethyl ester

ethyl (2R,3S)-3-{[(R)-1-phenylethyl]amino}-2-hydroxy-3-phenylpropanoate

benzaldehyde

ethyl (2R,3R)-3-phenyl-2,3-oxiranepropanoate

Downstream raw materials:

(2R,3S)-N-benzoyl-3-phenylisoserine

10-deacetyl-7,10-diTroc-baccatin III

Docetaxel

taxol