Ethyl (3S)-3-hydroxy-4-methylpentanoate

Base Information

• Chemical Name: Ethyl (3S)-3-hydroxy-4-methylpentanoate
• CAS No.: 95614-85-0
• Molecular Formula: C₈H₁₆O₃
• Molecular Weight: 160.213
• DSSTox Substance ID: DTXSID20503321
• Nikkaji Number: J604.251A
• Wikidata: Q82357038
• Mol file: 95614-85-0.mol

Synonyms:Ethyl (3S)-3-hydroxy-4-methylpentanoate;95614-85-0;SCHEMBL13071696;DTXSID20503321;AKOS006307181

Chemical Property of Ethyl (3S)-3-hydroxy-4-methylpentanoate

Chemical Property:

• PSA: 46.53000
• LogP: 0.95650
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 160.109944368
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

99% ^*data from raw suppliers

(S)-ETHYL 3-HYDROXY-4-METHYLPENTANOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl (3S)-3-hydroxy-4-methylpentanoate

There total 8 articles about Ethyl (3S)-3-hydroxy-4-methylpentanoate 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: 95.0%

ethyl (3R)-2,2-(ethylenedithio)-3-hydroxy-4-methylpentanoate (182417-51-2) → ethyl (3S)-3-hydroxy-4-methylpentanoate (95614-85-0)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene;

DOI:10.1016/S0040-4039(00)00234-3

Reference yield: 92.0%

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

Guidance literature:

With recombinant E_. coli cells coexpressing carbonyl reductase and glucose dehydrogenase on cell surface; In aq. phosphate buffer; dibutyl ether; at 20 ℃; pH=6.5;

DOI:10.1039/c4cy01017e

Reference yield: 80.0%

(S)-ethyl 4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate (1006696-13-4) → ethyl (3S)-3-hydroxy-4-methylpentanoate (95614-85-0)

Guidance literature:

With sodium perborate; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1002/anie.200703699

upstream raw materials:

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

isobutyraldehyde

ethyl 4-methyl-3-oxo-pentanoate

ethyl (3R)-2,2-(ethylenedithio)-3-hydroxy-4-methylpentanoate

Downstream raw materials:

(3S,5S)-(-)-2,6-dimethyl-3,5-heptanediol

(3R,4R,6S)-4-Hydroxy-6-isopropyl-3-methyl-tetrahydro-pyran-2-one

(3S,4S,6S)-4-Hydroxy-6-isopropyl-3-methyl-tetrahydro-pyran-2-one