methyl (2R,3R)-3-hydroxy-2-methylbutanoate

Base Information

• Chemical Name: methyl (2R,3R)-3-hydroxy-2-methylbutanoate
• CAS No.: 66767-61-1
• Molecular Formula: C6H12O3
• Molecular Weight: 132.159
• DSSTox Substance ID: DTXSID70456459
• Nikkaji Number: J742.706I
• Wikidata: Q82278956

Synonyms:methyl (2R,3R)-3-hydroxy-2-methylbutanoate;66767-61-1;SCHEMBL7123594;DTXSID70456459;FFJMPYODEQVBEX-RFZPGFLSSA-N;(2R,3R)-2-Methyl-3-hydroxybutyric acid methyl ester

Chemical Property of methyl (2R,3R)-3-hydroxy-2-methylbutanoate

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 132.078644241
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of methyl (2R,3R)-3-hydroxy-2-methylbutanoate

There total 13 articles about methyl (2R,3R)-3-hydroxy-2-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: 85.0%

3,5-Dinitro-benzoic acid (1S,2R)-2-methoxycarbonyl-1-methyl-propyl ester (207788-86-1) → methyl (2R,3S)-3-hydroxy-2-methylbutanoate (34293-67-9,39788-58-4,39788-59-5,65781-32-0,65781-33-1,65830-31-1,66767-60-0,66767-61-1,65830-32-2)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; methanol; at 0 ℃; for 2h;

DOI:10.1055/s-1998-2052

Reference yield: 70.0%

sodium methylate (124-41-4) + (S)-3-((2S,3R)-3-Hydroxy-2-methyl-butyryl)-4-isopropyl-oxazolidin-2-one (88635-99-8) → (+)-(2S,3R)-3-Hydroxy-2-methylbutansaeuremethylester (34293-67-9,39788-58-4,39788-59-5,65781-32-0,65781-33-1,65830-32-2,66767-60-0,66767-61-1,65830-31-1)

Guidance literature:

In methanol; at 0 ℃; for 0.416667h;

DOI:10.1021/ol990936g

Reference yield: 69.8%

(2R,3S)-methyl 3-acetoxy-2-methylbutyrate (78522-80-2) → methyl (2R,3S)-3-hydroxy-2-methylbutanoate (34293-67-9,39788-58-4,39788-59-5,65781-32-0,65781-33-1,65830-31-1,66767-60-0,66767-61-1,65830-32-2)

Guidance literature:

With hydrogenchloride; In methanol; for 5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)97687-2

upstream raw materials:

2-methyl-acetoacetic acid methyl ester

(+)-(2S,3R)-3-Acetoxy-2-methylbutansaeuremethylester

sodium methylate

(2S,3R)-3-Hydroxy-1-[(3S,4S)-5-((2S,3R)-3-hydroxy-2-methyl-butyryl)-1,1-dioxo-3,4-diphenyl-1λ⁶-[1,2,5]thiadiazolidin-2-yl]-2-methyl-butan-1-one

Downstream raw materials:

(2R,3R)-3-<(tert-Butyl)dimethylsilyloxy>-2-methylbuttersaeure-methylester

(2S,3R)-3-(3,4-Dimethoxy-benzyloxy)-2-methyl-butan-1-ol

[2R,3R]-3-[(3,4-dimethoxybenzyl)oxy]-2-methylbutan-1-al

(2S,4R,5S)-2-(3,4-Dimethoxy-phenyl)-4,5-dimethyl-[1,3]dioxane

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