TERT-BUTYL (S)-(-)-2-HYDROXYBUTYRATE

Base Information

• Chemical Name: TERT-BUTYL (S)-(-)-2-HYDROXYBUTYRATE
• CAS No.: 37787-90-9
• Molecular Formula: C8H16 O3
• Molecular Weight: 160.213
• Hs Code.: 2918199090
• Mol file: 37787-90-9.mol

Synonyms:Butanoicacid, 2-hydroxy-, 1,1-dimethylethyl ester, (S)-; tert-Butyl(S)-(-)-2-hydroxybutyrate; tert-Butyl (S)-2-hydroxybutyrate

Chemical Property of TERT-BUTYL (S)-(-)-2-HYDROXYBUTYRATE

Chemical Property:

• Vapor Pressure: 0.286mmHg at 25°C
• Melting Point: 50-54 ºC(lit.)
• Boiling Point: 179.1 ºCat 760 mmHg
• Flash Point: 58.8 ºC
• PSA: 46.53000
• Density: 0.988 g/cm³
• LogP: 1.09900
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

(?)-tert-Butyl (S)-2-hydroxybutyrate ≥97.0% (sum of enantiomers, GC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TERT-BUTYL (S)-(-)-2-HYDROXYBUTYRATE

There total 2 articles about TERT-BUTYL (S)-(-)-2-HYDROXYBUTYRATE 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: 64.0%

(S)-tert-butyl 2-acetoxybutanoate → (S)-tert-butyl 2-hydroxybutanoate (37787-90-9)

Guidance literature:

With potassium carbonate; In methanol; water; at 20 ℃;

DOI:10.1016/j.bmcl.2017.09.006

Reference yield:

tert-butyl 2-oxybutanoate (37472-51-8) → (R)-2-hydroxy-butyric acid tert-butyl ester (206996-51-2) + (S)-tert-butyl 2-hydroxybutanoate (37787-90-9)

Guidance literature:

With 3-pinanyl-9-borabicyclo[3.3.1]nonane; at 0 ℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00209a008

Reference yield: 80.0%

[1-(3-hydroxyphenyl)-2-methyl-6-(trifluoromethoxy)-1H-indol-3-yl](4-methoxyphenyl)methanone (668455-25-2) + (S)-tert-butyl 2-hydroxybutanoate (37787-90-9) → tert-butyl (2R)-2-(3-{3-[(4-methoxyphenyl)carbonyl]-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl}phenoxy)butanoate (668455-29-6)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/jm900097m

upstream raw materials:

tert-butyl 2-oxybutanoate

Downstream raw materials:

tert-butyl (2R)-2-(3-{3-[(4-methoxyphenyl)carbonyl]-2-methyl-6-(trifluoromethoxy)-1H-indol-1-yl}phenoxy)butanoate

Refernces

• 1、 Brown, Herbert C.,Pai, G. Ganesh. "Selective Reductions. 37. Asymmetric Reduction of Prochiral Ketones with B-(3-Pinanyl)-9-borabicyclononane". . p. 1384 - 1394. Retrieved 2007/10/02.