Benzenepropanoic acid, -alpha--[(acetyloxy)methyl]-, (-alpha-R)- (9CI)

Base Information

• Chemical Name: Benzenepropanoic acid, -alpha--[(acetyloxy)methyl]-, (-alpha-R)- (9CI)
• CAS No.: 195056-66-7
• Molecular Formula: C12H14 O4
• Molecular Weight: 222.241
• Mol file: 195056-66-7.mol

Synonyms:Benzenepropanoicacid, a-[(acetyloxy)methyl]-, (R)-

Chemical Property of Benzenepropanoic acid, -alpha--[(acetyloxy)methyl]-, (-alpha-R)- (9CI)

Chemical Property:

• PSA: 63.60000
• LogP: 1.49300

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzenepropanoic acid, -alpha--[(acetyloxy)methyl]-, (-alpha-R)- (9CI)

There total 5 articles about Benzenepropanoic acid, -alpha--[(acetyloxy)methyl]-, (-alpha-R)- (9CI) 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: 68.0%

(S)-2-benzyl-3-acetyloxy-1-propanol (110270-52-5) → (R)-2-(acetoxymethyl)-3-phenylpropanoic acid (195056-66-7)

Guidance literature:

In chloroform;

Reference yield:

2-benzyl-1,3-propanediol (2612-30-8) → (R)-2-(acetoxymethyl)-3-phenylpropanoic acid (195056-66-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lipase PS Amano / 48 h / 25 °C

2: Jones reagent / acetone / 0.17 h / 0 °C

With jones reagent; Lipase PS Amano; In acetone;

DOI:10.1081/SCC-100000201

Reference yield:

(R)-3-Acetoxy-2-benzylpropanol acetate (110230-64-3) → (R)-2-(acetoxymethyl)-3-phenylpropanoic acid (195056-66-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / Lipase LPF / acetone / 48 h / 30 °C / pH 7

2: Jones reagent / acetone / 0.17 h / 0 °C

With jones reagent; Lipase LPF; In acetone;

DOI:10.1081/SCC-100000201

upstream raw materials:

(S)-2-benzyl-3-acetyloxy-1-propanol

rac-2-hydroxymethyl-3-phenyl-propyl acetate

2-benzyl-1,3-propanediol

2-benzyl-malonic acid dimethyl ester

Downstream raw materials:

(S)-2-acetylthiomethyl-3-phenylpropanoic acid

N-(S-2-acetylthiomethyl-1-oxo-3-phenylpropyl)-glycine benzyl ester

(R)-2-hydroxymethyl-3-phenylpropionic acid

Refernces

• 1、 -. "PROCESS FOR THE ASYMMETRIC SYNTHESIS OF S-ACYL DERIVATIVES OF 2-MERCAPTOMETHYL -3- PHENYL PROPANOIC ACID, APPLICATION TO THE SYNTHESIS OF N-(MERCAPTOACYL) AMINO ACID DERIVATIVES". . . Retrieved 2008/06/13.
• 2、 Mori, Kenji,Chiba, Naoki. "Preparative Bioorganic Chemistry, XI. - Preparation of the Enantiomers of Paraconic Acid Employing Lipase-Mediated Asymmetric Hydrolysis of Prochiral Diacetates as the Key Step". . p. 957 - 962. Retrieved 2007/10/02.