cholesta-5,7-diene-1 alpha,3 beta-diol

Base Information

• Chemical Name: cholesta-5,7-diene-1 alpha,3 beta-diol
• CAS No.: 43217-89-6
• Molecular Formula: C27H44 O2
• Molecular Weight: 400.645
• Mol file: 43217-89-6.mol

Synonyms:1a,3b-Dihydroxycholesta-5,7-diene; 1a-Hydroxy-7-dehydrocholesterol; 1a-Hydroxyprovitamin D3;Cholesta-5,7-diene-1a,3b-diol

Chemical Property of cholesta-5,7-diene-1 alpha,3 beta-diol

Chemical Property:

• Vapor Pressure: 2.37E-13mmHg at 25°C
• Boiling Point: 528°C at 760 mmHg
• Flash Point: 222.3°C
• PSA: 40.46000
• Density: 1.04g/cm³
• LogP: 6.27960

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cholesta-5,7-diene-1 alpha,3 beta-diol

There total 12 articles about cholesta-5,7-diene-1 alpha,3 beta-diol 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: 64.0%

1α,3β-dihydroxy-22-tosyloxy-23,24-bisnorchola-5,7-diene (133856-07-2) + i-pentyl bromide (107-82-4) → 1α,3β-dihydroxycholesta-5,7-diene (43217-89-6)

Guidance literature:

i-pentyl bromide; With magnesium; In tetrahydrofuran; at 50 ℃; for 0.166667h; Inert atmosphere;

1α,3β-dihydroxy-22-tosyloxy-23,24-bisnorchola-5,7-diene; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1039/c2ob25511a

Reference yield:

20-methyl-1α,3β-bis(methoxycarbonyloxy)-21-phenylsulfonylpregna-5,7-diene + i-pentyl bromide (107-82-4) → 1α,3β-dihydroxycholesta-5,7-diene (43217-89-6)

Guidance literature:

With sodium bicarbonate; sodium amalgam; sodium chloride; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; disodium hydrogen phosphate;

Reference yield:

(5-Cholesten-1α,3β-diol)-diacetat (35339-68-5) → 1α,3β-dihydroxycholesta-5,7-diene (43217-89-6)

Guidance literature:

Multistep reaction; (i) NBS, hexane, (ii) 2,4,6-trimethyl-pyridine, xylene, (iii) (saponification);

DOI:10.1002/hlca.19730560528

upstream raw materials:

1α,3β-diacetoxycholesta-5,7-diene

(5-Cholesten-1α,3β-diol)-diacetat

1α,3β-dihydroxycholest-5-ene

1α,2α-Epoxy-cholest-5-en-3β-ol

Downstream raw materials:

1α-hydroxyvitamin D3

Refernces

• 1、 -. "Steroid compounds". . . Retrieved 2008/06/13.
• 2、 Sato,Yamauchi,Ogata,et al.. "Studies in 1α-hydroxyl derivatives of vitamin D3. I. Syntheses of 1α-hydroxyvitamin D3 and 1α,25-dihydroxyvitamin D3". . p. 2933 - 2940. Retrieved 2007/10/06.