(S)-Methyl 3-Hydroxypentanoate

Base Information

• Chemical Name: (S)-Methyl 3-Hydroxypentanoate
• CAS No.: 42558-50-9
• Molecular Formula: C6H12O3
• Molecular Weight: 132.159
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID40437811
• Nikkaji Number: J721.892C
• Wikidata: Q72491482
• Mol file: 42558-50-9.mol

Synonyms:(S)-Methyl 3-Hydroxypentanoate;42558-50-9;Methyl (S)-3-hydroxypentanoate;(+)-Methyl (S)-3-hydroxyvalerate;METHYL (3S)-3-HYDROXYPENTANOATE;SCHEMBL97737;methyl (S)-3-hydroxyvalerate;(S)-Methyl3-Hydroxypentanoate;(S)-methyl 3-hydroxy-pentanoate;DTXSID40437811;XHFXKKFVUDJSPJ-YFKPBYRVSA-N;(+)-Methyl(S)-3-hydroxyvalerate;(+)-methyl-(s)-3-hydroxyvalerate;MFCD00216722;AKOS015918249;(S)-3-Hydroxyvaleric acid methyl ester;AC-26772;BS-50670;A6935;EN300-1850822;(+)-Methyl (S)-3-hydroxyvalerate, >=98.0% (sum of enantiomers, GC)

Chemical Property of (S)-Methyl 3-Hydroxypentanoate

Chemical Property:

• Vapor Pressure: 0.065mmHg at 25°C
• Refractive Index: n20/D 1.427
• Boiling Point: 203.949 °C at 760 mmHg
• PKA: 13.95±0.20(Predicted)
• Flash Point: 80.89 °C
• PSA: 46.53000
• Density: 1.025 g/cm³
• LogP: 0.32040
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 90.3

Purity/Quality:

99% ^*data from raw suppliers

(+)-Methyl (S)-3-hydroxyvalerate ≥98.0% (sum of enantiomers, GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(CC(=O)OC)O
• Isomeric SMILES: CC[C@@H](CC(=O)OC)O

Technology Process of (S)-Methyl 3-Hydroxypentanoate

There total 53 articles about (S)-Methyl 3-Hydroxypentanoate 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

(3S,6R)-6-hydroxy-3-methyl-octan-4-one

diazomethane

(3R)-3-hydroxypentanoic acid

Downstream raw materials:

(S)-methyl 3-(phenylcarbamoyloxy)pentanoate

(3S)-3-hydroxypentanoic acid

(3R)-3-hydroxypentanoic acid

(R)-3-((R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionyloxy)-pentanoic acid methyl ester

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、 Wawrzyniak, Piotr,Kindermann, Markus K.,Thede, Gabriele,Thede, Richard,Jones, Peter G.,Enthaler, Stephan,Junge, Kathrin,Beller, Matthias,Heinicke, Joachim W.. "2-(1S)-Camphanoyloxy-2′-phosphanylbiphenyl Ligands – Synthesis, Structure, and Preliminary Tests in Transition-Metal Catalysis". . p. 2762 - 2773. Retrieved 2017/06/06.