3-HYDROXYHEXADECANOIC ACID METHYL ESTER

Base Information

• Chemical Name: 3-HYDROXYHEXADECANOIC ACID METHYL ESTER
• CAS No.: 127593-22-0
• Molecular Formula: C₁₇H₃₄O₃
• Molecular Weight: 286.455
• Mol file: 127593-22-0.mol

Synonyms:3-HYDROXYHEXADECANOIC ACID METHYL ESTER;3-HYDROXY C16:0 METHYL ESTER;METHYL 3-HYDROXYHEXADECANOATE;METHYL 3-HYDROXYHEXANEDECANOATE;DL-BETA-HYDROXYPALMITIC ACID METHYL ESTER;dl-B-hydroxypalmitic acid methyl ester;dl-β-hydroxypalmitic acid methyl ester;3-OH PAME

Chemical Property of 3-HYDROXYHEXADECANOIC ACID METHYL ESTER

Chemical Property:

• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

3-Hydroxyhexadecanoic Acid Methyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 3-Hydroxyhexadecanoic Acid Methyl Ester is a fatty acid ester extracted from the flowers of Trollius chinensis Bunge.

Technology Process of 3-HYDROXYHEXADECANOIC ACID METHYL ESTER

There total 18 articles about 3-HYDROXYHEXADECANOIC ACID METHYL ESTER 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%

methyl 3-oxohexadecanoate (14427-53-3) → (R)-β-hydroxyhexadecanoic acid methyl ester (51883-36-4,76898-45-8,127593-22-0,20404-35-7)

Guidance literature:

With hydrogen; [(R)-BINAP]RuBr₂; In methanol; at 50 ℃; for 24h; under 760.051 Torr;

DOI:10.1002/adsc.200390021

Reference yield: 97.0%

β-hydroxyhexadecanoic acid methyl ester (51883-36-4) + trimethyl orthoformate (149-73-5) → (R)-β-hydroxyhexadecanoic acid methyl ester (51883-36-4,76898-45-8,127593-22-0,20404-35-7)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 0.75h; Heating;

DOI:10.1016/0957-4166(96)00426-0

Reference yield: 10.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (R)-β-hydroxypalmitic acid (928-17-6,2398-34-7,83780-74-9,20595-04-4) → pentadecan-2-one (2345-28-0) + (R)-β-hydroxyhexadecanoic acid methyl ester (51883-36-4,76898-45-8,127593-22-0,20404-35-7)

Guidance literature:

In diethyl ether; Yield given;

DOI:10.1021/jo00299a041

upstream raw materials:

diazomethane

(R)-β-hydroxypalmitic acid

tridecanoic acid

methyl 3-oxohexadecanoate

Downstream raw materials:

(S)-2-Benzyloxycarbonylamino-pentanedioic acid 1-[(R)-1-(benzotriazol-1-yloxycarbonylmethyl)-tetradecyl] ester 5-tert-butyl ester

(S)-2-Benzyloxycarbonylamino-pentanedioic acid 5-tert-butyl ester 1-[(R)-1-(2,2,2-trichloro-ethoxycarbonylmethyl)-tetradecyl] ester

(R)-β-hydroxypalmitic acid

Refernces

• 1、 Vesonder,R.F. et al.. "-". . p. 2628 - 2629. Retrieved 1968.
• 2、 Dumri, Kanchana,Seipold, Lars,Schmidt, Juergen,Gerlach, Guenter,Doetterl, Stefan,Ellis, Allan G.,Wessjohann, Ludger A.. "Non-volatile floral oils of Diascia spp. (Scrophulariaceae)". . p. 1372 - 1383. Retrieved 2008.
• 3、 Türker, Gülen,Yusufoglu, Ayse. "Asymmetric reduction of monoketo hexadecanoic acid methyl esters". . p. 1531 - 1535. Retrieved 2013/06/26.