Methyl (R)-2-(Benzyloxy)propionate

Base Information

• Chemical Name: Methyl (R)-2-(Benzyloxy)propionate
• CAS No.: 115458-99-6
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Mol file: 115458-99-6.mol

Synonyms:Methyl (R)-2-(Benzyloxy)propionate;

Chemical Property of Methyl (R)-2-(Benzyloxy)propionate

Chemical Property:

• PSA: 35.53000
• LogP: 1.76470

Purity/Quality:

98% ^*data from raw suppliers

Methyl(R)-2-(Benzyloxy)propionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl (R)-2-(Benzyloxy)propionate is used in the process for preparation of optically active 2-hydroxypropoxyaniline derivatives as intermediates for Levofloxacin via enzymic or microbial stereoselective hydrolysis of racemic lactic acid ester.

Technology Process of Methyl (R)-2-(Benzyloxy)propionate

There total 8 articles about Methyl (R)-2-(Benzyloxy)propionate 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%

(R)-Methyl lactate (17392-83-5,2155-30-8) + benzyl bromide (100-39-0) → methyl (2R)-2-(benzyloxy)propanoate (115458-99-6)

Guidance literature:

(R)-Methyl lactate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.25h;

benzyl bromide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1002/ejoc.201000560

Reference yield: 70.0%

C43H52N10O11 (1096537-55-1) → 6-O-(3-N-acetyl-3-amino-2,4-di-O-benzyl-3-N-methyl-4C-methyl-3-deoxy-β-L-arabinopyranosyl)-1,3-diazido-1,3-diazido-1,3-deamino-2-deoxystreptamine (1096537-49-3) + methyl (S)-2-(benzyloxy)propanoate (77287-11-7) + methyl (2R)-2-(benzyloxy)propanoate (115458-99-6)

Guidance literature:

C₄₃H₅₂N₁₀O₁₁; With methanol; sodium methylate; for 12h; pH=11; Inert atmosphere;

With acetic acid; Further stages;

DOI:10.1021/ol802421d

Reference yield:

methanol (67-56-1) + (R)-2-benzyloxypropionic acid (100836-85-9) → methyl (2R)-2-(benzyloxy)propanoate (115458-99-6)

Guidance literature:

With thionyl chloride; at 0 - 50 ℃; for 4h;

upstream raw materials:

(R)-Methyl lactate

benzyl bromide

(S)-Methyl lactate

O-benzyl 2,2,2-trichloroacetimidate

Downstream raw materials:

(R)-2-benzyloxypropanal

(R)-2-benzyloxypropionic acid

(R)-((but-3-yn-2-yloxy)methyl)benzene

(S)-1-((R)-2-Benzyloxy-propionyl)-pyrrolidine-2-carboxylic acid tert-butyl ester