(S)-methyl3-(benzyloxy)-2-methylpropanoate

Base Information

• Chemical Name: (S)-methyl3-(benzyloxy)-2-methylpropanoate
• CAS No.: 74924-27-9
• Molecular Formula: C12H16O3
• Molecular Weight: 208.257
• DSSTox Substance ID: DTXSID70440358
• Nikkaji Number: J2.318.593H
• Wikidata: Q82256642
• Mol file: 74924-27-9.mol

Synonyms:74924-27-9;(S)-methyl3-(benzyloxy)-2-methylpropanoate;(s)-methyl 3-(benzyloxy)-2-methylpropanoate;METHYL (S)-3-BENZYLOXY-2-METHYL-PROPANOATE;Methyl (s)-3-benzyloxy-2-methylpropanoate;methyl (2S)-2-methyl-3-phenylmethoxypropanoate;SCHEMBL4909047;DTXSID70440358;HJSABQZRAXEJNQ-JTQLQIEISA-N;CS-0199859;Methyl (S)-3-(benzyloxy)-2-methylpropanoate;A923229;(S)-2-Methyl-3-benzyloxypropanoic acid methyl ester

Chemical Property of (S)-methyl3-(benzyloxy)-2-methylpropanoate

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 208.109944368
• Heavy Atom Count: 15
• Complexity: 185

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(COCC1=CC=CC=C1)C(=O)OC
• Isomeric SMILES: C[C@@H](COCC1=CC=CC=C1)C(=O)OC

Technology Process of (S)-methyl3-(benzyloxy)-2-methylpropanoate

There total 30 articles about (S)-methyl3-(benzyloxy)-2-methylpropanoate 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: 98.0%

2-benzyloxy-1-methylpyridinium triflate (882980-43-0) + methyl (R)-3-hydroxy-2-methylpropionate (72657-23-9,42998-03-8) → methyl (2R)-3-(benzyloxy)-2-methylpropanoate (56850-58-9,59965-24-1,74924-27-9,112068-34-5)

Guidance literature:

In α,α,α-trifluorotoluene; at 120 ℃; for 0.333333h; Microwave irradiation;

DOI:10.1039/c1ob06504a

Reference yield: 97.0%

methanol (67-56-1) + (R)-4-Benzyl-3-((S)-3-benzyloxy-2-methyl-propionyl)-oxazolidin-2-one (203454-44-8) → (R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) + methyl (S)-3-benzyloxy-2-methylpropanoate (74924-27-9)

Guidance literature:

With samarium(III) trifluoromethanesulfonate; at 20 ℃; for 3h;

DOI:10.1016/S0040-4020(99)00438-X

Reference yield: 96.0%

methyl (R)-3-hydroxy-2-methylpropionate (72657-23-9,42998-03-8) + 4-(4,6-diphenoxy-1,3,5-triazine-2-yl)-4-benzylmorpholinium trifluoromethanesulfonate → methyl (2R)-3-(benzyloxy)-2-methylpropanoate (56850-58-9,59965-24-1,74924-27-9,112068-34-5)

Guidance literature:

With magnesium oxide; In 1,2-dimethoxyethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201403158

upstream raw materials:

3-hydroxy-(2S)-methylpropionate

benzyl bromide

methanol

(R)-4-Benzyl-3-((S)-3-benzyloxy-2-methyl-propionyl)-oxazolidin-2-one

Downstream raw materials:

[2S]-1-benzyloxy-2-methyl-3-[(trimethylsilyl)methyl]-but-3-ene

(3R)-4-benzyloxy-2,3-dimethylbut-1-ene

(E)-5-Benzyloxy-2,3-dimethyl-2-pentensaeureethylester

(E)-5-Benzyloxy-2,4-dimethyl-2-penten-1-ol