(Z)-9-Octadecenoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester

Base Information

• Chemical Name: (Z)-9-Octadecenoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester
• CAS No.: 33001-45-5
• Molecular Formula: C₂₄H₄₄O₄
• Molecular Weight: 396.611
• Mol file: 33001-45-5.mol

Synonyms:(Z)-9-Octadecenoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester;Oleic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester;9-Octadecenoic Acid (Z)-(2,2-DiMethyl-1,3-dioxolan-4-yl)Methyl Ester

Chemical Property of (Z)-9-Octadecenoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester

Chemical Property:

• PSA: 44.76000
• LogP: 6.71860
• Storage Temp.: Refrigerator
• Solubility.: Acetone, Chloroform, Dichloromethane, Ethanol, Ethyl Acetate, Hexane, Methanol

Purity/Quality:

95% ^*data from raw suppliers

1,2-Isopropylidene-3-oleoyl-glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,2-Isopropylidene-3-oleoyl-sn-glycerol (cas# 33001-45-5) is a compound useful in organic synthesis.

Technology Process of (Z)-9-Octadecenoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester

There total 12 articles about (Z)-9-Octadecenoic acid 2,2-dimethyl-1,3-dioxolan-4-ylmethyl 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: 98.85%

cis-Octadecenoic acid (112-80-1,2027-47-6) + (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol (100-79-8,36543-79-0) → (+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (Z)-9-octadecenoate (33001-45-5,34487-29-1,69483-89-2,115268-49-0,150447-02-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide;

DOI:10.1055/s-1999-2936

Reference yield: 72.0%

cis-1-iodo-1-decene (66291-51-8) + oct-7-enoic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester (749266-09-9) → (+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (Z)-9-octadecenoate (33001-45-5,34487-29-1,69483-89-2,115268-49-0,150447-02-2)

Guidance literature:

oct-7-enoic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran;

cis-1-iodo-1-decene; With triphenyl-arsane; caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1055/s-2004-825616

Reference yield:

cis-Octadecenoic acid (112-80-1,2027-47-6) + 1-hexadecylcarboxylic acid (57-10-3) + stearic acid (57-11-4) + (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol (100-79-8,36543-79-0) → (+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl (Z)-9-octadecenoate (33001-45-5,34487-29-1,69483-89-2,115268-49-0,150447-02-2) + (+/-)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl n-octadecanoate (10567-18-7,32852-69-0,111425-86-6,136656-03-6) + 1,2-O-isopropylidene-3-O-palmitoylglycerine (18418-21-8,57416-03-2,115268-48-9,119617-61-7)

Guidance literature:

With immobilized Rhizomucor miehei lipase; In n-heptane; at 60 ℃; for 4h; Enzymatic reaction;

DOI:10.1016/j.molcatb.2012.01.008

upstream raw materials:

(Z)-9-octadecenoyl chloride

(R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol

cis-Octadecenoic acid

cis-1-iodo-1-decene

Downstream raw materials:

1-lauroyl-3-oleoyl-rac-glycerol

2-Oleoylglycerol

1-monooleoyl glycerol

1,2-dilinoleoyl-3-oleoyl-rac-glycerol

Refernces

• 1、 Joshi, Alaumy,Shaikh, Minhaj,Singh, Shubham,Rajendran, Abinaya,Mhetre, Amol,Kamat, Siddhesh S.. "Biochemical characterization of the PHARC-associated serine hydrolase ABHD12 reveals its preference for very-long-chain lipids". . p. 16953 - 16963. Retrieved 2018/11/21.
• 2、 Wang, Xingguo,Wang, Xiaosan,Xiao, Jianhui,Zou, Wanzhen,Han, Zhengyang,Jin, Qingzhe. "Improved enzymatic synthesis route for highly purified diacid 1,3-diacylglycerols". . p. 388 - 394. Retrieved 2015/09/21.