Erythronilic acid

Base Information

• Chemical Name: Erythronilic acid
• CAS No.: 66729-02-0
• Molecular Formula: C5H10O3
• Molecular Weight: 118.133
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID80473410
• Nikkaji Number: J1.372.588H
• Wikidata: Q82302786
• Mol file: 66729-02-0.mol

Synonyms:Erythronilic acid;66729-02-0;(2R,3S)-3-Hydroxy-2-methylbutyric acid;Erythronilate;(-)-erythro-Nilate;(-)-erythro-Nilic acid;(2R,3S)-3-HYDROXY-2-METHYL-BUTANOIC ACID;SCHEMBL2932270;DTXSID80473410;CHEBI:173461;3R-hydroxy-2S-methyl-butanoic acid;LMFA01050393;(2R,3S)-3-Hydroxy-2-methylbutyrate;AKOS006377043;(2R,3S)-3-hydroxy-2-methylbutanoic acid;3-hydroxy-2-methyl-[S-(R*,S*)]-Butanoate;3-hydroxy-2-methyl-[S-(R*,S*)]-Butanoic acid

Chemical Property of Erythronilic acid

Chemical Property:

• Vapor Pressure: 0.00567mmHg at 25°C
• Boiling Point: 242.8°C at 760 mmHg
• Flash Point: 114.9°C
• PSA: 57.53000
• Density: 1.136g/cm³
• LogP: 0.08790
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 118.062994177
• Heavy Atom Count: 8
• Complexity: 89.7

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Erythronilic acid

There total 24 articles about Erythronilic acid 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: 93.0%

[2R,3S,1'S,2'S]-(+)-N-(2'-hydroxy-1'-methyl-2'-phenylethyl)-3-hydroxy-N,2-dimethyl-butanamide (219783-12-7) → pseudoephedrine (90-82-4,7009-81-6,90-83-5,6912-63-6) + syn-2,3-3-hydroxy-2-methyl-butanoic acid (66729-02-0)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; for 2h; Heating;

DOI:10.1021/jo000035h

Reference yield: 85.0%

(4R,2'R,3'S)-N-(3-hydroxy-2-methylbutanoyl)-4-benzyl-2-oxazolidinone (468756-88-9) → (R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) + syn-2,3-3-hydroxy-2-methyl-butanoic acid (66729-02-0)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃;

DOI:10.1002/adsc.200303006

Reference yield: 24.0%

ethyl 3-hydroxy-2-methylbutyrate (27372-03-8) → 3-hydroxy-2-methylbutyric acid (473-86-9,39788-69-7,52069-47-3,66729-02-0,66767-62-2,71526-30-2,84567-98-6,114892-46-5)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 4h;

upstream raw materials:

2-acetylpropanoic acid ethyl ester

acetaldehyde

Ethyl 2-bromopropionate

2-methyl-1,3-butanediol

Downstream raw materials:

Tiglic acid

water

(2S,3S,7R/S)-3,7-dimethylpentadecan-2-ol

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