des-A,B-22,23-dinor-8β-[(tert-butyldimethylsilyl)oxy]-22-[(p-tolylsulfonyl)oxy]chol-16-ene

Base Information

Chemical Name:des-A,B-22,23-dinor-8β-[(tert-butyldimethylsilyl)oxy]-22-[(p-tolylsulfonyl)oxy]chol-16-ene
CAS No.:502687-70-9
Molecular Formula:C₂₆H₄₂O₄SSi
Molecular Weight:478.769
Hs Code.:

Synonyms:des-A,B-22,23-dinor-8β-[(tert-butyldimethylsilyl)oxy]-22-[(p-tolylsulfonyl)oxy]chol-16-ene

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Chemical Property of des-A,B-22,23-dinor-8β-[(tert-butyldimethylsilyl)oxy]-22-[(p-tolylsulfonyl)oxy]chol-16-ene

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Technology Process of des-A,B-22,23-dinor-8β-[(tert-butyldimethylsilyl)oxy]-22-[(p-tolylsulfonyl)oxy]chol-16-ene

There total 3 articles about des-A,B-22,23-dinor-8β-[(tert-butyldimethylsilyl)oxy]-22-[(p-tolylsulfonyl)oxy]chol-16-ene 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: 95.0%

: 98-59-9
p-toluenesulfonyl chloride

: 502687-69-6
des-A,B-22,23-dinor-8β-[(tert-butyldimethylsilyl)oxy]chol-16-en-22-ol

: 502687-70-9
des-A,B-22,23-dinor-8β-[(tert-butyldimethylsilyl)oxy]-22-[(p-tolylsulfonyl)oxy]chol-16-ene

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo026061s

Reference yield:

: 147725-63-1
(8β,20R)-8-[(tert-butyldimethylsilyl)oxy]des-A,B-pregnan-20-ol

: 502687-70-9
des-A,B-22,23-dinor-8β-[(tert-butyldimethylsilyl)oxy]-22-[(p-tolylsulfonyl)oxy]chol-16-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 68 percent / POCl₃ / pyridine / 0 - 5 °C

2: 59 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.13 h / 20 °C

3: 95 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; boron trifluoride diethyl etherate; trichlorophosphate; In pyridine; dichloromethane;
DOI:10.1021/jo026061s

Reference yield:

: 502687-68-5
(Z)-des-A,B-8β-[(tert-butyldimethylsilyl)oxy]pregn-17(20)-ene

: 502687-70-9
des-A,B-22,23-dinor-8β-[(tert-butyldimethylsilyl)oxy]-22-[(p-tolylsulfonyl)oxy]chol-16-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 59 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.13 h / 20 °C

2: 95 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1021/jo026061s