CHOLESTERYL 10-UNDECENOATE

Base Information

• Chemical Name: CHOLESTERYL 10-UNDECENOATE
• CAS No.: 30948-01-7
• Molecular Formula: C38H64O2
• Molecular Weight: 552.925
• Mol file: 30948-01-7.mol

Synonyms:Cholest-5-en-3-ol(3b)-, 10-undecenoate (9CI);Cholesterol, 10-undecenoate (8CI);Cholesteryl10-undecenoate;(3beta)-cholest-5-en-3-yl undec-10-enoate;10-undecenoic acid, (3β)-cholest-5-en-3-yl ester;(3β)-Cholest-5-en-3-yl undec-10-enoate;

Chemical Property of CHOLESTERYL 10-UNDECENOATE

Chemical Property:

• Vapor Pressure: 2.54E-14mmHg at 25°C
• Melting Point: 79 °C
• Refractive Index: 1.512
• Boiling Point: 599.3 °C at 760 mmHg
• Flash Point: 315.2 °C
• PSA: 26.30000
• Density: 0.97 g/cm³
• LogP: 11.24640
• Storage Temp.: −20°C

Purity/Quality:

99% ^*data from raw suppliers

CHOLESTERYL 10-UNDECENOATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of CHOLESTERYL 10-UNDECENOATE

There total 5 articles about CHOLESTERYL 10-UNDECENOATE 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: 92.0%

10-undecenoic acid (112-38-9) + cholesterol (57-88-5) → 3β-cholest-5-en-3-yl 10-undecenoate (30948-01-7)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1016/j.ejmech.2009.12.052

Reference yield: 80.0%

undec-10-enoyl chloride (38460-95-6) + cholesterol (57-88-5) → 3β-cholest-5-en-3-yl 10-undecenoate (30948-01-7)

Guidance literature:

With pyridine; for 3h; Heating;

DOI:10.1021/ma021333e

Reference yield:

10-undecenoic acid (112-38-9) → 3β-cholest-5-en-3-yl 10-undecenoate (30948-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / SOCl₂ / 5 h / 20 - 60 °C

2: 80 percent / pyridine / 3 h / Heating

With pyridine; thionyl chloride;

DOI:10.1021/ma021333e

upstream raw materials:

10-undecenoic acid

cholesterol

undec-10-enoyl chloride

cholesterol

Downstream raw materials:

(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl isonicotinate

Refernces

• 1、 Tappin, Nicholas D. C.,Michalska, Weronika,Rohrbach, Simon,Renaud, Philippe. "Cyclopropanation of Terminal Alkenes through Sequential Atom-Transfer Radical Addition/1,3-Elimination". supporting information. p. 14240 - 14244. Retrieved 2019/08/26.