ETHYL (R)-2-HYDROXY-2-METHYLBENZENEPROPANOATE

Base Information

• Chemical Name: ETHYL (R)-2-HYDROXY-2-METHYLBENZENEPROPANOATE
• CAS No.: 205505-45-9
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.257
• Mol file: 205505-45-9.mol

Synonyms:Benzenepropanoicacid, a-hydroxy-a-methyl-, ethyl ester, (R)- (9CI)

Chemical Property of ETHYL (R)-2-HYDROXY-2-METHYLBENZENEPROPANOATE

Chemical Property:

• Boiling Point: 310.6±22.0 °C(Predicted)
• PKA: 13.21±0.29(Predicted)
• PSA: 46.53000
• Density: 1.100±0.06 g/cm3(Predicted)
• LogP: 1.54320

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-HYDROXY-2-METHYL-3-PHENYLPROPIONIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL (R)-2-HYDROXY-2-METHYLBENZENEPROPANOATE

There total 27 articles about ETHYL (R)-2-HYDROXY-2-METHYLBENZENEPROPANOATE 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: 96.0%

2-methyl-3-phenyl-oxirane-2-carboxylic acid ethyl ester (928826-51-1) → ethyl (R)-2-hydroxy-2-methyl-3-phenylpropanoate (223480-34-0,205505-45-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 2h; under 760 Torr;

DOI:10.1055/s-2006-956491

Reference yield: 93.0%

ethyl (2S,3R)-2,3-dihydroxy-2-methyl-3-phenylpropanoate (1115955-24-2) → ethyl (S)-2-hydroxy-2-methyl-3-phenylpropanoate (285130-47-4,205505-45-9)

Guidance literature:

ethyl (2S,3R)-2,3-dihydroxy-2-methyl-3-phenylpropanoate; With trifluoroacetic anhydride; at 20 ℃; for 0.5h;

With 10% Pd/C; hydrogen; In ethanol; at 20 ℃; optical yield given as %ee;

DOI:10.1021/ol802325h

Reference yield: 91.0%

ethyl (2R,3S)-2,3-dihydroxy-2-methyl-3-phenylpropanoate (1115955-22-0) → ethyl (R)-2-hydroxy-2-methyl-3-phenylpropanoate (223480-34-0,205505-45-9)

Guidance literature:

ethyl (2R,3S)-2,3-dihydroxy-2-methyl-3-phenylpropanoate; With trifluoroacetic anhydride; at 20 ℃; for 0.5h;

With 10% Pd/C; hydrogen; In ethanol; at 20 ℃; optical yield given as %ee;

DOI:10.1021/ol802325h

upstream raw materials:

(R,S)-2-hydroxy-2-methyl-3-phenylpropanoic acid

(R)-2-Bromomethyl-2-hydroxy-3-phenyl-propionic acid ethyl ester

ethanol

(2S,5S)-5-benzyl-2-(t-butyl)-5-methyl-1,3-dioxolan-4-one

Refernces

• 1、 -. "SPIRO-OXAZOLONES". Page/Page column 79; 80. . Retrieved 2015/09/28.
• 2、 Taniguchi, Tsuyoshi,Zaimoku, Hisaaki,Ishibashi, Hiroyuki. "A mild oxidative aryl radical addition into alkenes by aerobic oxidation of arylhydrazines". experimental part. p. 4307 - 4312. Retrieved 2011/05/07.