Methyl 3alpha,7alpha-diacetoxy-5beta-chol-11-en-24-oate

Base Information

• Chemical Name: Methyl 3alpha,7alpha-diacetoxy-5beta-chol-11-en-24-oate
• CAS No.: 2284-36-8
• Molecular Formula: C29H44 O6
• Molecular Weight: 488.665
• Nikkaji Number: J68.168G
• Mol file: 2284-36-8.mol

Synonyms:Methyl 3alpha,7alpha-diacetoxy-5beta-chol-11-en-24-oate;CZAQECWMDFKTQA-JSWGAMEVSA-N;Chol-11-en-24-oic acid, 3,7-bis(acetyloxy)-, methyl ester, (3.alpha.,5.beta.,7.alpha.)-;NS00048560;Methyl 3,7-bis(acetyloxy)chol-11-en-24-oate #

Chemical Property of Methyl 3alpha,7alpha-diacetoxy-5beta-chol-11-en-24-oate

Chemical Property:

• Boiling Point: 530°Cat760mmHg
• Flash Point: 221.1°C
• PSA: 78.90000
• Density: 1.12g/cm³
• LogP: 5.48390
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 488.31378912
• Heavy Atom Count: 35
• Complexity: 865

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC(=O)OC)C1CCC2C1(C=CC3C2C(CC4C3(CCC(C4)OC(=O)C)C)OC(=O)C)C
• Isomeric SMILES: C[C@H](CCC(=O)OC)[C@H]1CC[C@@H]2[C@@]1(C=C[C@H]3[C@H]2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)OC(=O)C)C)OC(=O)C)C

Technology Process of Methyl 3alpha,7alpha-diacetoxy-5beta-chol-11-en-24-oate

There total 9 articles about Methyl 3alpha,7alpha-diacetoxy-5beta-chol-11-en-24-oate 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: 80.0%

methyl 3α,7α-diacetoxy-12α-mesyloxy-5β-cholan-24-oate (58896-97-2) → methyl 3α,7α-diacetoxy-5β-chol-11-ene-24-carboxylate (2284-36-8)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium acetate; at 100 ℃; for 48h;

DOI:10.1016/j.tetlet.2010.10.167

Reference yield:

methyl 3α,7α-diacetoxy-12α-bromo-11β-fluoro-5β-cholane-24-carboxylate → methyl 3α,7α-diacetoxy-5β-chol-11-ene-24-carboxylate (2284-36-8) + methyl 3α,7α-diacetoxy-11β-fluoro-5β-cholane-24-carboxylate

Guidance literature:

With polymethylhydrosiloxane; bis(tri-n-butyltin)oxide; In benzene; for 0.833333h; Heating;

DOI:10.1016/S0022-1139(00)85177-5

Reference yield:

methyl 3α,7α-diacetoxy-12α-hydroxy cholanate (3749-87-9) → methyl 3α,7α-diacetoxy-5β-chol-11-ene-24-carboxylate (2284-36-8)

Guidance literature:

With triphenylphosphine dibromide 1:1 addition complex;

DOI:10.1021/jo01021a045

upstream raw materials:

methyl 3α,7α-diacetoxy-12α-mesyloxy-5β-cholan-24-oate

methyl 3α,7α-diacetoxy-12α-hydroxy cholanate

cholic acid

methyl cholate

Refernces

• 1、 Maeda, Minoru,Abe, Masayuki,Kojima, Masaharu. "BROMOFLUORINATION OF DOUBLE BONDS USING N-BROMOIMIDES AND TETRA-n-BUTYLAMMONIUM FLUORIDE AS A SOURCE OF FLUORIDE". . p. 337 - 346. Retrieved 1987.
• 2、 Ibrahim-Ouali, Malika,Khalil, Hamze. "New synthesis of pentacyclic steroids by stereoselective epoxide ring opening". scheme or table. p. 6948 - 6950. Retrieved 2011/03/18.