cis-9-Hexadecenyl methanesulfonate

Base Information

• Chemical Name: cis-9-Hexadecenyl methanesulfonate
• CAS No.: 93135-85-4
• Molecular Formula: C17H34 O3 S
• Molecular Weight: 318.52
• Hs Code.: 2905290000
• European Community (EC) Number: 632-986-9
• Mol file: 93135-85-4.mol

Synonyms:93135-85-4;cis-9-Hexadecenyl methanesulfonate;(Z)-hexadec-9-enyl methanesulfonate;Palmitoleyl Methane Sulfate;SCHEMBL14759635;SNUPNOSJSJKCJM-HJWRWDBZSA-N;[(Z)-hexadec-9-enyl] methanesulfonate;cis-9-Hexadecenyl methanesulfonate, >=98%

Chemical Property of cis-9-Hexadecenyl methanesulfonate

Chemical Property:

• PSA: 51.75000
• LogP: 6.30070
• Storage Temp.: −20°C
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 15
• Exact Mass: 318.22286612
• Heavy Atom Count: 21
• Complexity: 328

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC=CCCCCCCCCOS(=O)(=O)C
• Isomeric SMILES: CCCCCC/C=C\CCCCCCCCOS(=O)(=O)C

Technology Process of cis-9-Hexadecenyl methanesulfonate

There total 2 articles about cis-9-Hexadecenyl methanesulfonate 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:

palmitoleyl alcohol (10378-01-5) + methanesulfonyl chloride (124-63-0) → palmitoleyl methanesulfonate (93135-85-4,1192259-25-8)

Guidance literature:

With pyridine;

DOI:10.1021/jo01033a065

Reference yield:

cis-10-heptadecenoic acid methyl ester (369657-02-3,75190-82-8) → palmitoleyl methanesulfonate (93135-85-4,1192259-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C

2: pyridine / 24 h / 0 - 20 °C

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran;

DOI:10.1080/14786419.2019.1686370

Reference yield:

palmitoleyl methanesulfonate (93135-85-4,1192259-25-8) + (3R,4R)-1-benzyl-3,4-pyrrolidinediol (163439-82-5,330152-66-4) → (3R,4R)-1-benzyl-3,4-bis((Z)-hexadec-9-enyloxy)pyrrolidine (1346224-30-3)

Guidance literature:

With sodium hydride; In toluene; mineral oil; for 1.5h; Reflux;

DOI:10.1021/acsmedchemlett.8b00652

upstream raw materials:

palmitoleyl alcohol

methanesulfonyl chloride

cis-10-heptadecenoic acid methyl ester

Downstream raw materials:

(Z)-hexadec-9-enylamine

(3R,4R)-1-benzyl-3,4-bis((Z)-hexadec-9-enyloxy)pyrrolidine

Refernces