Methyl (12R)-12-hydroxyoctadecanoate

Base Information

• Chemical Name: Methyl (12R)-12-hydroxyoctadecanoate
• CAS No.: 6114-39-2
• Molecular Formula: C19H38O3
• Molecular Weight: 314.509
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID70585177
• Nikkaji Number: J64.043C
• Wikidata: Q82477026
• Mol file: 6114-39-2.mol

Synonyms:6114-39-2;Methyl (12R)-12-hydroxyoctadecanoate;SCHEMBL8586140;DTXSID70585177;Methyl (R)-12-hydroxyoctadecanoate

Chemical Property of Methyl (12R)-12-hydroxyoctadecanoate

Chemical Property:

• PSA: 46.53000
• LogP: 5.39170
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 17
• Exact Mass: 314.28209507
• Heavy Atom Count: 22
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(CCCCCCCCCCC(=O)OC)O
• Isomeric SMILES: CCCCCC[C@H](CCCCCCCCCCC(=O)OC)O

Technology Process of Methyl (12R)-12-hydroxyoctadecanoate

There total 40 articles about Methyl (12R)-12-hydroxyoctadecanoate 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: 99.0%

methanol (67-56-1) + 12-Hydroxystearic acid (106-14-9,78642-86-1,8039-23-4,27924-99-8,860114-96-1) → methyl 12-hydroxyoctadecanoate (6114-39-2,7309-59-3,82008-61-5,141-23-1)

Guidance literature:

With hydroxy-substituted sulfonic acid-functionalized silica (HO-SAS); In tetrahydrofuran; at 110 ℃; Flow reactor;

DOI:10.1246/bcsj.20170025

Reference yield: 85.0%

methyl 12-oxooctadecanoate (2380-27-0) → methyl 12-hydroxyoctadecanoate (6114-39-2,7309-59-3,82008-61-5,141-23-1)

Guidance literature:

With methanol; sodium tetrahydroborate; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2021.116254

Reference yield: 13.0%

methyl 12-hydroxyoctadec-trans-10-enoate (95080-12-9) → methyl 12-hydroxyoctadecanoate (6114-39-2,7309-59-3,82008-61-5,141-23-1) + Methyl stearate (112-61-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate;

upstream raw materials:

methyl ricinoleate

methyl 12-oxooctadecanoate

methyl ricinoleate

n-heptan1ol

Downstream raw materials:

12-Hydroxystearic acid

undecanedioic acid

methyl 12-hydroxyoctadecanoate

12-(4'-nitro-4-dimethylaminoazobenzene-3'-carboxyloxy)stearic acid

Refernces

• 1、 Guin, Joyram,Paul, Subhasis. "A General Approach to Intermolecular Olefin Hydroacylation through Light-Induced HAT Initiation: An Efficient Synthesis of Long-Chain Aliphatic Ketones and Functionalized Fatty Acids". supporting information. p. 4412 - 4419. Retrieved 2021/02/05.
• 2、 Furuta, Akihiro,Fukuyama, Takahide,Ryu, Ilhyong. "Efficient flow fischer esterification of carboxylic acids with alcohols using sulfonic acid-functionalized silica as supported catalyst". . p. 607 - 612. Retrieved 2017/06/19.