(4S)-4,5-dihydroxy-2-oxopentanoic acid

Base Information

• Chemical Name: (4S)-4,5-dihydroxy-2-oxopentanoic acid
• CAS No.: 53857-83-3
• Molecular Formula: C5H8O5
• Molecular Weight: 148.116
• DSSTox Substance ID: DTXSID501282909
• Metabolomics Workbench ID: 52840
• Nikkaji Number: J1.965.898H
• Wikidata: Q27105397
• Mol file: 53857-83-3.mol

Synonyms:(4S)-4,5-dihydroxy-2-oxopentanoic acid;2-dehydro-3-deoxy-D-arabinonic acid;2-Dehydro-3-deoxy-D-xylonate;53857-83-3;2-Dehydro-3-deoxy-D-pentonate;2-Dehydro-3-deoxy-D-arabinonate;(4S)-4,5-dihydroxy-2-oxopentanoate;3-Deoxy-D-pentulosonic Acid;(s)-4,5-dihydroxy-2-oxopentanoic acid;C03826;CHEBI:1060;SCHEMBL12767798;UQIGQRSJIKIPKZ-VKHMYHEASA-N;DTXSID501282909;3-Deoxy-D-glycero-pentulosonic acid;LMFA01050474;AKOS006376330;Q27105397;2-Keto-3-deoxy-D-xylonic acid lithium salt, analytical standard

Chemical Property of (4S)-4,5-dihydroxy-2-oxopentanoic acid

Chemical Property:

• XLogP3: -1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 148.03717335
• Heavy Atom Count: 10
• Complexity: 141

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (4S)-4,5-dihydroxy-2-oxopentanoic acid

There total 4 articles about (4S)-4,5-dihydroxy-2-oxopentanoic 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:

(S)-4,5-dihydroxy-2-oxopentanoic acid → (S)-4,5-dihydroxy-2-oxopentanoic acid (53857-83-3)

Guidance literature:

With recombinant Candida antarctica lipase B; In water; toluene; at 40 ℃; for 5h; pH=6 - 7.5;

DOI:10.1002/chem.201203489

Reference yield:

→ (S)-4,5-dihydroxy-2-oxopentanoic acid (53857-83-3)

Guidance literature:

With enzyme-substance from pseudomonas saccharophila;

Reference yield:

(S)-ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-oxopropanoate (1427006-71-0) → (S)-4,5-dihydroxy-2-oxopentanoic acid (53857-83-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / water; toluene / 24 h / 20 °C / pH 1.9

2: recombinant Candida antarctica lipase B / water; toluene / 5 h / 40 °C / pH 6 - 7.5

With hydrogenchloride; recombinant Candida antarctica lipase B; In water; toluene;

DOI:10.1002/chem.201203489

upstream raw materials:

(S)-ethyl 3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2-oxopropanoate

Refernces