3β-tetrahydropyranyloxy-23,24-dinorchola-5,7-dien-22-ol p-toluenesulfonate

Base Information

• Chemical Name: 3β-tetrahydropyranyloxy-23,24-dinorchola-5,7-dien-22-ol p-toluenesulfonate
• CAS No.: 82268-13-1
• Molecular Formula: C₃₄H₄₈O₅S
• Molecular Weight: 568.818

Synonyms:3β-tetrahydropyranyloxy-23,24-dinorchola-5,7-dien-22-ol p-toluenesulfonate

Chemical Property of 3β-tetrahydropyranyloxy-23,24-dinorchola-5,7-dien-22-ol p-toluenesulfonate

Chemical Property:

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Technology Process of 3β-tetrahydropyranyloxy-23,24-dinorchola-5,7-dien-22-ol p-toluenesulfonate

There total 5 articles about 3β-tetrahydropyranyloxy-23,24-dinorchola-5,7-dien-22-ol p-toluenesulfonate 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: 67.0%

3,4-dihydro-2H-pyran (110-87-2) + 23,24-dinorchola-5,7-diene-3β,22-diol 22-p-toluenesulfonate (125315-50-6) → 3β-tetrahydropyranyloxy-23,24-dinorchola-5,7-dien-22-ol p-toluenesulfonate (82268-13-1)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1246/bcsj.62.2599

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 3β-tetrahydropyranyloxy-23,24-dinorchola-5,7-dien-22-ol p-toluenesulfonate (82268-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / pyridine / 6 h / Ambient temperature

2: 67 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / Ambient temperature

With pyridinium p-toluenesulfonate; In pyridine; dichloromethane;

DOI:10.1246/bcsj.62.2599

Reference yield:

23,24-Dinorchola-5,7-diene-3β,22-diol (118746-72-8) → 3β-tetrahydropyranyloxy-23,24-dinorchola-5,7-dien-22-ol p-toluenesulfonate (82268-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / pyridine / 6 h / Ambient temperature

2: 67 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 4 h / Ambient temperature

With pyridinium p-toluenesulfonate; In pyridine; dichloromethane;

DOI:10.1246/bcsj.62.2599

upstream raw materials:

(S)-2-[(3S,9S,10R,13R,14R,17R)-10,13-Dimethyl-3-(tetrahydro-pyran-2-yloxy)-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-propan-1-ol

p-toluenesulfonyl chloride

3,4-dihydro-2H-pyran

23,24-dinorchola-5,7-diene-3β,22-diol 22-p-toluenesulfonate

Downstream raw materials:

23-(phenylsulfonyl)cholesta-5,7-diene-3β,25-diol

C₄₃H₆₄O₆S

24(R),25-dihydroxycholecalciferol

22-phenylsulfonyl-3β-(2H-tetrahydropyran-2-yloxy)-23,24-bisnorchola-5,7-diene

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