(3β)-Cholest-5-ene-3,24-diol 24-Methylbenzenesulfonate 3-O-Tetrahydropyranyl Ether

Base Information

• Chemical Name: (3β)-Cholest-5-ene-3,24-diol 24-Methylbenzenesulfonate 3-O-Tetrahydropyranyl Ether
• CAS No.: 70141-04-7
• Molecular Formula: C₃₆H₅₄O₅S
• Molecular Weight: 598.888
• Mol file: 70141-04-7.mol

Synonyms:3β-tetrahydropyranyloxy-24-p-toluenesulfonyloxychol-5-ene

Chemical Property of (3β)-Cholest-5-ene-3,24-diol 24-Methylbenzenesulfonate 3-O-Tetrahydropyranyl Ether

Chemical Property:

• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

(3β)-Cholest-5-ene-3,24-diol24-Methylbenzenesulfonate3-O-TetrahydropyranylEther ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (3β)-Cholest-5-ene-3,24-diol 24-Methylbenzenesulfonate 3-O-Tetrahydropyranyl Ether is a Cholesterol (C432501) derivative used in the preparation Vitamin D3 (V676045) derivatives.

Technology Process of (3β)-Cholest-5-ene-3,24-diol 24-Methylbenzenesulfonate 3-O-Tetrahydropyranyl Ether

There total 4 articles about (3β)-Cholest-5-ene-3,24-diol 24-Methylbenzenesulfonate 3-O-Tetrahydropyranyl Ether 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: 62.0%

3β-(tetrahydro-2H-pyran-2-yloxy)chol-5-en-24-ol (66414-43-5) + p-toluenesulfonyl chloride (98-59-9) → 3β-tetrahydropyranyloxy-24-p-toluenesulfonyloxychol-5-ene (70141-04-7)

Guidance literature:

With pyridine; at 0 ℃; for 0.5h;

DOI:10.1248/cpb.36.2303

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 3β-tetrahydropyranyloxy-24-p-toluenesulfonyloxychol-5-ene (70141-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) p-TsOH, 2.) LiAlH₄ / 1.) CH₂Cl₂, 0 deg C, 4 h, 2.) THF, 60 deg C, 4 h

2: pyridine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; toluene-4-sulfonic acid; In dichloromethane;

Reference yield:

3β-hydroxy-5-cholenoic acid (5255-17-4) → 3β-tetrahydropyranyloxy-24-p-toluenesulfonyloxychol-5-ene (70141-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) p-TsOH, 2.) LiAlH₄ / 1.) CH₂Cl₂, 0 deg C, 4 h, 2.) THF, 60 deg C, 4 h

2: pyridine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; toluene-4-sulfonic acid; In dichloromethane;

upstream raw materials:

3β-(tetrahydro-2H-pyran-2-yloxy)chol-5-en-24-ol

p-toluenesulfonyl chloride

3,4-dihydro-2H-pyran

3β-hydroxy-5-cholenoic acid

Downstream raw materials:

24-phenylsulphonylchol-5-en-3β-ol 3-tetrahydropyranyl ether

C₃₈H₅₂F₆O₅S

methyl 3β-tetrahydropyranyloxy-24-tosyloxychol-5-ene-24-carboxylate

methyl 3β,24-dibenzoylchol-5-ene-24-carboxylate