Pentanoic acid, 3-hydroxy-4-methyl-, ethyl ester, (3R)-

Base Information

• Chemical Name: Pentanoic acid, 3-hydroxy-4-methyl-, ethyl ester, (3R)-
• CAS No.: 95614-86-1
• Molecular Formula: C8H16O3
• Molecular Weight: 160.21100
• Mol file: 95614-86-1.mol

Synonyms:ethyl (L)-3-hydroxy-4-methylpentanoate;(R)-ethyl 3-hydroxy-4-methylpentanoate;ethyl (R)-3-hydroxy-4-methylpentanoate;(R)-3-Hydroxy-4-methyl-pentanoic acid ethyl ester;(R)-ethyl 4-methyl-3-hydroxypentanoate;ethyl 3R-hydroxy-4-methylpentanoate;(S)-ethyl 3-hydroxy-4-methylpentanoate;

Chemical Property of Pentanoic acid, 3-hydroxy-4-methyl-, ethyl ester, (3R)-

Chemical Property:

• PSA: 46.53000
• LogP: 0.95650

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pentanoic acid, 3-hydroxy-4-methyl-, ethyl ester, (3R)-

There total 5 articles about Pentanoic acid, 3-hydroxy-4-methyl-, ethyl ester, (3R)- 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:

ethyl 4-methyl-3-oxo-pentanoate (7152-15-0) → ethyl (3S)-3-hydroxy-4-methylpentanoate (95614-85-0) + ethyl (3R)-3-hydroxy-4-methylpentanoate (95614-86-1)

Guidance literature:

With (S,S)-SKEWPHOS-RuBr₂; hydrogen; at 40 ℃; for 24h; under 7500.6 Torr; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(97)01522-0

Reference yield:

isobutyraldehyde (78-84-2) + ethyl iodoacetae (623-48-3) → ethyl (3S)-3-hydroxy-4-methylpentanoate (95614-85-0) + ethyl (3R)-3-hydroxy-4-methylpentanoate (95614-86-1)

Guidance literature:

ethyl iodoacetae; With C₂₄H₂₆N₂O₂; In diethyl ether; at 25 ℃; for 0.0833333h; Inert atmosphere;

With Trimethyl borate; In diethyl ether; for 0.0833333h;

isobutyraldehyde; With dimethyl zinc(II); In diethyl ether; toluene; enantioselective reaction;

DOI:10.1021/jo200774e

Reference yield:

sodium ethanolate (141-52-6) + 4S-3-[3-hydroxy-4-methylpentanoyl]-4-(1-methylethyl)-2-oxazolidinone → ethyl (3S)-3-hydroxy-4-methylpentanoate (95614-85-0) + ethyl (3R)-3-hydroxy-4-methylpentanoate (95614-86-1)

Guidance literature:

In ethanol; at 0 ℃; for 20h; Title compound not separated from byproducts.;

DOI:10.1021/jo9914317

upstream raw materials:

ethyl-(R)-(+)-(p-toluenesulfinyl)-N-methoxy-acetimidate

isobutyraldehyde

ethyl 4-methyl-3-oxo-pentanoate

ethanol

Downstream raw materials:

(R)-3-hydroxy-4-methylpentyl 4-methylbenzenesulfonate