80115-47-5

Basic information

• Product Name: (Z)-pregna-5,17(20)-dien-3β-yl toluene-p-sulfonate
• Synonyms: (Z)-pregna-5,17(20)-dien-3β-yl toluene-p-sulfonate
• CAS NO: 80115-47-5
• Molecular Weight: 454.674
• Mol File: 80115-47-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (Z)-pregna-5,17(20)-dien-3β-yl toluene-p-sulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-pregna-5,17(20)-dien-3β-yl toluene-p-sulfonate(80115-47-5)
• EPA Substance Registry System: (Z)-pregna-5,17(20)-dien-3β-yl toluene-p-sulfonate(80115-47-5)

Safety Data

• Hazardous Substances Data: 80115-47-5(Hazardous Substances Data)

Upstream product

• 22953-07-7 (3S,8S,9S,10R,13S,14S,Z)-17-ethylidene-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol 
• 98-59-9 p-toluenesulfonyl chloride 
• 53-43-0 dehydroepiandrosterone 
• 69454-82-6 3β-tert-butyldimethylsilyloxy-20(R)-hydroxy-pregna-5-ene 
• 69454-81-5 3β-tert-butyldimethylsilyloxy-20(S)-hydroxy-pregna-5-ene 
• 979-02-2 16-dehydropregnenolone acetate 
• 1778-02-5 Pregnenolone acetate 
• 145-13-1 Pregnenolone 
• 139871-19-5 (3β,17Z)-3-{[(tert-butyl)dimethylsilyl]oxy}-pregna-5,17(20)-diene 
• 58701-45-4 3β-t-butyldimethylsilyloxy-pregn-5-en-20-one 

Downstream Products

• 51231-23-3 3α,5-cyclo-22-hydroxy-5α-23,24-bisnorcholan-6β-ol 6-methyl ether 
• 25819-77-6 (20S)-6β-methoxy-3α,5-cyclo-5α-pregnane-20-carbaldehyde 
• 80115-48-6 (20S)-23,24-dinorchola-5,16-diene-3β,22-diyl 22-acetate 3-(toluene-p-sulfonate) 
• 132525-58-7 Toluene-4-sulfonic acid (3S,8R,9S,10R,17R)-17-ethyl-10,17-dimethyl-2,3,4,7,8,9,10,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 

Relevant articles and documents

Synthesis of 16-substituted 23,24-dinorcholane derivatives

16-Substituted 22,24-dinorcholanes with variously modified A and B rings were synthesized starting from 17-oxo steroids through 17-ethylidene derivatives via ene reaction and subsequent transformations at the Δ16- bond. Pleiades Publishing, Inc

Short-step Stereoselective Synthesis of 2α,3α,22-Triacetoxy-23,24-dinor-5α-cholan-6-one: Key Intermediate for the Preparation of 24-Norbrassinolide, Dolicholide and Dolichosterone

A streoselective synthesis of 6-oxo-23,24-dinor-5α-cholan-2α,3α,22-triyl triacetate 9 was achieved in 44percent overall yield in nine steps starting from 3β-hydroxyandrost-5-en-17-one 8.The important features of this synthesis are the modified Wittig reaction on the 17-oxo steroid 8 and the stereospecific generation of the chiral centre at C-20 by a resin-catalysed ene reaction on (Z)-3β, p-tolylsulfonyloxypregna-5,17(20)-diene 11.

Stereoselective Introduction of Steroid Side Chains at C(17) and C(20)

A simple and efficient new method for the highly stereoselective (at C(17) and C(20)) introduction of steroid side chains which are suitably functionalized for further elaboration is presented.The ene reaction of (17 Z)-ethylidene steroids, which are read