3-Hydroxyvaleric acid methyl ester

Base Information

• Chemical Name: 3-Hydroxyvaleric acid methyl ester
• CAS No.: 56009-31-5
• Molecular Formula: C6H12O3
• Molecular Weight: 132.159
• Mol file: 56009-31-5.mol

Synonyms:Pentanoic acid,3-hydroxy-,methyl ester;

Chemical Property of 3-Hydroxyvaleric acid methyl ester

Chemical Property:

• PSA: 46.53000
• LogP: 0.32040
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol

Purity/Quality:

99.00% ^*data from raw suppliers

Methyl3-Hydroxypentanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 3-Hydroxypentanoate is an intermediate in synthesizing rac-3-Hydroxypentanoic acid (H949470), one of the fifteen organic acids that are prominent in the urine of a patient undergoing methylmalonic acidosis. rac-3-Hydroxypentanoic acid is also a useful synthetic intermediate that is used in the fine chemical and pharmaceutical industries.

Technology Process of 3-Hydroxyvaleric acid methyl ester

There total 42 articles about 3-Hydroxyvaleric acid methyl ester 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: 100.0%

methyl propanoyl acetate (30414-53-0) → methyl (3R)-3-hydroxypentanoate (42558-50-9,56009-31-5,60793-22-8,133098-13-2)

Guidance literature:

With cat; hydrogen; In methanol; dichloromethane; at 25 ℃; for 48h; under 77572.2 Torr;

DOI:10.1016/S0957-4166(00)86109-1

Reference yield: 98.0%

Ru2 Cl4 ((+)-(T)BINAP)2 Et3 N + methyl propanoyl acetate (30414-53-0) → methyl (3R)-3-hydroxypentanoate (42558-50-9,56009-31-5,60793-22-8,133098-13-2)

Guidance literature:

In methanol; dichloromethane; nitrogen;

Reference yield: 94.0%

methanol (67-56-1) + C29H29FeO3P → methyl (3R)-3-hydroxypentanoate (42558-50-9,56009-31-5,60793-22-8,133098-13-2)

Guidance literature:

With bromine; In dichloromethane; for 1h;

DOI:10.1016/0022-328X(85)87369-1

upstream raw materials:

methanol

dehydrofoliaspongin

diazomethane

diethyl ether

Downstream raw materials:

methyl (3R)-3-hydroxypentanoate

methyl (3R)-3-(3',5'-dinitrobenzoyloxy)-pentanoate

methyl (2R,3R)-3-(3',5'-dinitrobenzoyloxy)-2-methylpentanoate

Refernces

• 1、 Che, Wen,Li, Yu-Zhen,Liu, Jin-Chi,Zhu, Shou-Fei,Xie, Jian-Hua,Zhou, Qi-Lin. "Stereodiverse Iterative Synthesis of 1,3-Polyol Arrays through Asymmetric Catalytic Hydrogenation. Formal Total Synthesis of (-)-Cyanolide A". supporting information. p. 2369 - 2373. Retrieved 2019/03/29.
• 2、 Xu, Jian-Xing,Wu, Xiao-Feng. "Cobalt-Catalyzed Alkoxycarbonylation of Epoxides to β-Hydroxyesters". . p. 9907 - 9912. Retrieved 2019/08/26.