(S)-2-hydroxy-3-methyl-butyric acid benzyl ester

Base Information

• Chemical Name: (S)-2-hydroxy-3-methyl-butyric acid benzyl ester
• CAS No.: 65138-05-8
• Molecular Formula: C12H16O3
• Molecular Weight: 208.257
• ChEMBL ID: CHEMBL5087356
• DSSTox Substance ID: DTXSID50473129
• Nikkaji Number: J57.268C
• Wikidata: Q82302308
• Mol file: 65138-05-8.mol

Synonyms:65138-05-8;(S)-2-hydroxy-3-methyl-butyric acid benzyl ester;(S)-benzyl 2-hydroxy-3-methylbutanoate;benzyl (2S)-2-hydroxy-3-methylbutanoate;Butanoic acid, 2-hydroxy-3-methyl-, phenylmethyl ester, (2S)-;SCHEMBL3913952;CHEMBL5087356;DTXSID50473129;XANDRLFOMIFEFY-NSHDSACASA-N;MFCD31802150;AKOS037646871;AS-71274

Chemical Property of (S)-2-hydroxy-3-methyl-butyric acid benzyl ester

Chemical Property:

• Boiling Point: 305.8±17.0 °C(Predicted)
• PSA: 46.53000
• Density: 1.095±0.06 g/cm3(Predicted)
• LogP: 1.74670
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 208.109944368
• Heavy Atom Count: 15
• Complexity: 195

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C(=O)OCC1=CC=CC=C1)O
• Isomeric SMILES: CC(C)[C@@H](C(=O)OCC1=CC=CC=C1)O

Technology Process of (S)-2-hydroxy-3-methyl-butyric acid benzyl ester

There total 25 articles about (S)-2-hydroxy-3-methyl-butyric acid benzyl 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: 96.0%

benzyl bromide (100-39-0) + (S)-(-)-sodium 2-hydroxy-3-methylbutanoate (54641-19-9) → (S)-2-hydroxy-3-methylbutyric acid benzyl ester (65138-05-8)

Guidance literature:

In N,N-dimethyl-formamide; for 24h; Ambient temperature;

Reference yield: 94.0%

(S)-2-Hydroxy-3-methylbutanoic acid (17407-55-5) + benzyl bromide (100-39-0) → (S)-2-hydroxy-3-methylbutyric acid benzyl ester (65138-05-8)

Guidance literature:

(S)-2-Hydroxy-3-methylbutanoic acid; With caesium carbonate; In methanol; water; pH=7;

benzyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Further stages.;

DOI:10.1021/jo0006573

Reference yield: 90.0%

(R)-2-Hydroxy-3-methylbutyric acid (17407-56-6) + benzyl alcohol (100-51-6,185532-71-2) → benzyl (R)-2-hydroxy-3-methylbutanoate (2441-07-8,65138-05-8,14487-24-2)

Guidance literature:

benzyl alcohol; With toluene-4-sulfonic acid; In benzene; for 0.5h; Reflux;

(R)-2-Hydroxy-3-methylbutyric acid; In benzene; Reflux;

DOI:10.1016/j.bmcl.2011.10.094

upstream raw materials:

(R)-2-Hydroxy-3-methylbutyric acid

phenyldiazomethane

benzyl alcohol

benzyl bromide

Downstream raw materials:

Boc-D-Ala-Hyv-OBzl

(S)-1-(benzyloxycarbonyl)-2-methylpropyl 4'-nonylbiphenyl-4-carboxylate

(S)-1-(benzyloxycarbonyl)-2-methylpropyl 4'-octoxybiphenyl-4-ylethanoate

(S)-1-(benzyloxycarbonyl)-2-methylpropyl 3-(4'-octoxybiphenyl-4-yl)propanoate