(+)-isobutyl (2S,3R)-3-phenylglycidate

Base Information

• Chemical Name: (+)-isobutyl (2S,3R)-3-phenylglycidate
• CAS No.: 146848-87-5
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.268
• Mol file: 146848-87-5.mol

Synonyms:(+)-isobutyl (2S,3R)-3-phenylglycidate

Chemical Property of (+)-isobutyl (2S,3R)-3-phenylglycidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-isobutyl (2S,3R)-3-phenylglycidate

There total 3 articles about (+)-isobutyl (2S,3R)-3-phenylglycidate 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: 48.0%

2-methyl-propan-1-ol (78-83-1) + methyl trans-3-phenylglycidate (19190-80-8,37161-74-3,40956-18-1,41603-34-3,99528-65-1,115794-66-6,115794-67-7,115794-68-8,130607-99-7) → methyl (2R,3S)-3-phenylglycidate (115794-67-7) + (+)-isobutyl (2S,3R)-3-phenylglycidate (146848-87-5)

Guidance literature:

With lipase PS-C M_. miehei; In hexane; at 30 ℃; for 55h; enantioselective reaction; Enzymatic reaction;

DOI:10.1007/s11172-012-0302-4

Reference yield:

2-methyl-propan-1-ol (78-83-1) + methyl trans-3-phenylglycidate (19190-80-8,37161-74-3,40956-18-1,41603-34-3,99528-65-1,115794-66-6,115794-67-7,115794-68-8,130607-99-7) → (+)-isobutyl (2S,3R)-3-phenylglycidate (146848-87-5)

Guidance literature:

In hexane; at 30 ℃; for 40h; Mucor miehei lipase MAP-10;

DOI:10.1021/jo00057a054

Reference yield:

Methyl cinnamate (103-26-4,1754-62-7) → (+)-isobutyl (2S,3R)-3-phenylglycidate (146848-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 50 h / Reflux

2: lipase PS-C M_. miehei / hexane / 55 h / 30 °C / Enzymatic reaction

With lipase PS-C M_. miehei; In hexane; dichloromethane;

DOI:10.1007/s11172-012-0302-4

upstream raw materials:

2-methyl-propan-1-ol

methyl trans-3-phenylglycidate

Methyl cinnamate

Downstream raw materials:

(2S,3S)-(+)-isobutyl 3-azido-2-hydroxy-3-phenylpropionate

methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate

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

(4S,5R)-2,4-diphenyl-2-oxazoline-5-carboxylic acid methyl ester