(S)-2-HYDROXYMETHYL-PENTANOIC ACID

Base Information

• Chemical Name: (S)-2-HYDROXYMETHYL-PENTANOIC ACID
• CAS No.: 875125-89-6
• Molecular Formula: C₆H₁₂O₃
• Molecular Weight: 132.159
• Hs Code.: 2918199090
• Mol file: 875125-89-6.mol

Synonyms:(S)-2-HYDROXYMETHYL-PENTANOIC ACID

Chemical Property of (S)-2-HYDROXYMETHYL-PENTANOIC ACID

Chemical Property:

• Vapor Pressure: 0.00187mmHg at 25°C
• Refractive Index: 1.46
• Boiling Point: 259.6°C at 760 mmHg
• Flash Point: 125.1°C
• PSA: 57.53000
• Density: 1.1g/cm³
• LogP: 0.47960

Purity/Quality:

99%min ^*data from raw suppliers

(S)-2-HYDROXYMETHYL-PENTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-2-HYDROXYMETHYL-PENTANOIC ACID

There total 14 articles about (S)-2-HYDROXYMETHYL-PENTANOIC 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: 79.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-amino-hexanoic acid (616-06-8) → (S)-2-(hydroxymethyl)pentanoic acid (875125-89-6)

Guidance literature:

formaldehyd; 2-amino-hexanoic acid; With carboligase MBP-YfaU W₂₃V; nickel dichloride; at 20 ℃; for 24h; pH=7.5; Enzymatic reaction;

With dihydrogen peroxide; pH=7.5;

With catalase from bovine liver; In aq. phosphate buffer; pH=7; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/adsc.202100145

Reference yield: 38.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-amino-hexanoic acid (616-06-8) → (R)-2-(hydroxymethyl)pentanoic acid (875125-87-4,875125-89-6)

Guidance literature:

formaldehyd; 2-amino-hexanoic acid; With ketopantoate hydroxymethyltransferase I₂₁₂A; cobalt(II) chloride; at 20 ℃; for 24h; pH=7.5; Enzymatic reaction;

With dihydrogen peroxide; pH=7.5;

With catalase from bovine liver; In aq. phosphate buffer; pH=7; enantioselective reaction; Enzymatic reaction;

DOI:10.1002/adsc.202100145

Reference yield:

dimethyl 2-propylmalonate (14035-96-2) → 2-Methylpentanoic acid (97-61-0,22160-39-0) + 2-propylacrylic acid (5650-75-9,138134-74-4) + (S)-2-(hydroxymethyl)pentanoic acid (875125-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / Reflux

2: acetobacter aceti culture medium containing glucose, yeast extract, agar, glycerol and distilled wateracetobacter aceti / 72 h / Microbiological reaction

With lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1002/cctc.201601051

upstream raw materials:

formaldehyd

sulfuric acid

pentanal

2-propyl-propane-1,3-diol

Refernces

• 1、 Brenna, Elisabetta,Cannavale, Flavia,Crotti, Michele,De Vitis, Valerio,Gatti, Francesco G.,Migliazza, Gaia,Molinari, Francesco,Parmeggiani, Fabio,Romano, Diego,Santangelo, Sara. "Synthesis of Enantiomerically Enriched 2-Hydroxymethylalkanoic Acids by Oxidative Desymmetrisation of Achiral 1,3-Diols Mediated by Acetobacter aceti". . p. 3796 - 3803. Retrieved 2016/12/24.
• 2、 Boeckman Jr., Robert K.,Miller, John R.. "Direct enantioselective organocatalytic hydroxymethylation of aldehydes catalyzed by α,α-diphenylprolinol trimethylsilyl ether". supporting information; experimental part. p. 4544 - 4547. Retrieved 2009/12/26.