2S-hydroxy-decanoic acid

Base Information

• Chemical Name: 2S-hydroxy-decanoic acid
• CAS No.: 70267-29-7
• Molecular Formula: C10H20O3
• Molecular Weight: 188.267
• DSSTox Substance ID: DTXSID601346609
• Nikkaji Number: J61.028C
• Metabolomics Workbench ID: 1428
• Mol file: 70267-29-7.mol

Synonyms:2S-hydroxy-decanoic acid;l-2-Hydroxydecanoic acid;(2S)-2-hydroxydecanoic acid;2-hydroxy Decylic Acid;(s)-hydroxydecanoic acid;(+)-2-Hydroxycapric acid;(S)-2-hydroxydecanoic acid;SCHEMBL6238022;(2S )-2-Hydroxydecanoic acid;CHEBI:179163;GHPVDCPCKSNJDR-VIFPVBQESA-N;DTXSID601346609;LMFA01050244;( inverted exclamation markA)-2-hydroxy Decanoic Acid;( inverted exclamation markA)-a-hydroxy Decanoic Acid;70267-29-7

Chemical Property of 2S-hydroxy-decanoic acid

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 188.14124450
• Heavy Atom Count: 13
• Complexity: 134

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 2S-hydroxy-decanoic acid

There total 13 articles about 2S-hydroxy-decanoic 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: 100.0%

(S)-2-Acetoxy-decanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester → (S)-2-Hydroxydecanoic acid (70267-29-7,37639-46-6) + (+)-(1R,2S,4S)-N,N-dicyclohexyl-7,7-dimethyl-2-hydroxybicyclo[2.2.1]heptane-1-methanesulfonamide (99295-72-4)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 20h;

DOI:10.1002/hlca.19850680127

Reference yield: 47.0%

2-Hydroxycaprinsaeure-methylester (71271-24-4) → (S)-2-Hydroxydecanoic acid (70267-29-7,37639-46-6) + (R)-2-Hydroxydecansaeuremethylester (85398-16-9)

Guidance literature:

DOI:10.1016/S0957-4166(00)80509-1

Reference yield:

Decanoic acid (1R,2S,4S)-1-[(dicyclohexylsulfamoyl)-methyl]-7,7-dimethyl-bicyclo[2.2.1]hept-2-yl ester (96864-09-4) → (S)-2-Hydroxydecanoic acid (70267-29-7,37639-46-6)

Guidance literature:

Multi-step reaction with 3 steps

1: LDA / tetrahydrofuran / -78 °C

2: 2.) NEt₃*HF / 1.) CH₂Cl₂, -15 deg C, 15 min, 20 deg C, 30 min; 2.) 20 deg C, 4 h

3: 80 percent / K₂CO₃ / methanol / 20 h / 20 °C

With potassium carbonate; triethylamine hydrofluoride; lithium diisopropyl amide; In tetrahydrofuran; methanol;

DOI:10.1002/hlca.19850680127

upstream raw materials:

(S)-2-acetoxybutanedioic acid 1-ethyl ester

Octanoic acid

L-2-aminodecanoic acid

2-Hydroxycaprinsaeure-methylester

Refernces

• 1、 -. "Synthesis of intermediates in the preparation of ACAT inhibitors". . . Retrieved 2008/06/13.
• 2、 Oppolzer, Wolfgang,Dudfield, Philip. "Asymmetric α-Acetoxylation of Carboxylic Esters". . p. 216 - 219. Retrieved 2007/10/02.