(S)-tert-butyl 2-hydroxy-3-methylbutanoate

Base Information

• Chemical Name: (S)-tert-butyl 2-hydroxy-3-methylbutanoate
• CAS No.: 3519-30-0
• Molecular Formula: C9H18 O3
• Molecular Weight: 174.24
• Hs Code.: 2918199090
• European Community (EC) Number: 609-087-5
• DSSTox Substance ID: DTXSID501228125
• Nikkaji Number: J57.272A
• Mol file: 3519-30-0.mol

Synonyms:3519-30-0;(S)-tert-butyl 2-hydroxy-3-methylbutanoate;L-alphahydroxyisovaleric acid t-butyl ester;tert-butyl (2S)-2-hydroxy-3-methylbutanoate;Butanoic acid, 2-hydroxy-3-methyl-, 1,1-dimethylethyl ester, (2S)-;L-alpha-Hydroxyisovaleric acid t-butyl ester;SCHEMBL4671957;DTXSID501228125;CS-B0164;MFCD04972376;AKOS017343075;(S)-t-Butyl 2-hydroxy-3-methylbutanoate;CS-13973;(S)-tert-butyl2-hydroxy-3-methylbutanoate;(S)-ahydroxyisovaleric acid tert-butyl ester;1,1-Dimethylethyl (2S)-2-hydroxy-3-methylbutanoate

Chemical Property of (S)-tert-butyl 2-hydroxy-3-methylbutanoate

Chemical Property:

• Vapor Pressure: 0.155mmHg at 25°C
• Boiling Point: 189.5°C at 760 mmHg
• Flash Point: 63°C
• PSA: 46.53000
• Density: 0.974g/cm³
• LogP: 1.34500
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 174.125594432
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

≥95% ^*data from raw suppliers

(S)-tert-Butyl2-Hydroxy-3-methylbutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-tert-butyl 2-hydroxy-3-methylbutanoate

There total 7 articles about (S)-tert-butyl 2-hydroxy-3-methylbutanoate 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: 75.0%

O-Peoc-L-2-hydroxy-3-methylbytansaeure-t-butylester (82301-82-4) → L-α-hydroxyisovaleric acid t-butyl ester (3519-30-0)

Guidance literature:

With dimethyl amine; In methanol; at 0 ℃; for 0.5h;

DOI:10.1055/s-1982-29789

Reference yield: 73.0%

tert-butyl (S)-2-acetoxy-3-methylbutanoate (380886-48-6) → L-α-hydroxyisovaleric acid t-butyl ester (3519-30-0)

Guidance literature:

With water; potassium carbonate; In methanol; at 0 ℃; for 2h;

DOI:10.1246/cl.150509

Reference yield:

(S)-2-acetoxy-3-methylbutanoic acid (18667-97-5) → L-α-hydroxyisovaleric acid t-butyl ester (3519-30-0)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 3 h / 95 °C

2: LiOH / H₂O; methanol; tetrahydrofuran / 3 h / 20 °C

With lithium hydroxide; In tetrahydrofuran; methanol; water; toluene;

DOI:10.1016/j.bmc.2006.01.056

upstream raw materials:

O-Peoc-L-2-hydroxy-3-methylbytansaeure-t-butylester

tert-butyl (S)-2-acetoxy-3-methylbutanoate

(S)-2-Hydroxy-3-methylbutanoic acid

(S)-2-acetoxy-3-methylbutanoic acid

Downstream raw materials:

N-benzyloxycarbonyl-N-methyl-L-valine (S)-1-tert-butoxycarbonyl-2-methyl-propyl ester

O-<(4-Nitro-benzyloxycarbonyl)-N-methyl-L-valin>-L-2-hydroxy-isovaleriansaeure-tert.-butylester

(4-Nitro-benzyloxycarbonyl)-N-methyl-L-leucin-L-α-hydroxy-isovaleriansaeure-tert.-butylester

Z-D-Ala-L-HyIv-OtBu