26358-75-8

Upstream product

• 35339-66-3 cholest-5-ene-1α,3β-diol 3-acetate 
• 132101-64-5 3-methyl-3-(tetrahydro-2H-pyran-2-yloxy)butyne 
• 66875-23-8 (20S)-1α,3β-Diacetoxy-20-methyl-5-pregnen-21-al 
• 35573-82-1 C₂₉H₄₈O₃ 
• 80164-09-6 (20S)-(20-Methyl-5-pregnen-1α,3β,21-triol)-21-p-toluolsulfonat 
• 66875-28-3 (20S)-(20-Methyl-1α,3β-bis<(tetrahydropyran-2-yl)oxy>-5-pregnen-21-ol) 
• 66875-25-0 (20S)-1α,3β-Dihydroxy-20-methyl-5-pregnen-21-saeure-methylester 
• 81481-27-8 (20S)-(20-Methyl-5-pregnen-1α,3β,21-triol)-21-acetat 
• 66875-24-9 (20S)-1α,3β-Dihydroxy-20-methyl-5-pregnen-21-saeure 
• 66875-21-6 (20S)-(20-Methyl-5-pregnen-1α,3β,21-triol)-1α,3β-diacetat 
• 28893-44-9 1α,2α-epoxycholesta-1,4,6-trien-3-one 
• 65061-67-8 1α,2α-Epoxy-cholest-5-en-3β-ol 
• 50392-18-2 3β-Tetrahydropyranyloxycholest-5-en-1α-ol 
• 43217-85-2 Acetic acid (1R,2S,3R,8S,9S,10R,13R,14S,17R)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-20-oxa-cyclopropa[1,2]cyclopenta[a]phenanthren-3-yl ester 

Downstream Products

• 35339-68-5 (5-Cholesten-1α,3β-diol)-diacetat 
• 35339-66-3 cholest-5-ene-1α,3β-diol 3-acetate 
• 41294-56-8 1α-hydroxyvitamin D3 
• 41461-10-3 1α,3β-diacetoxycholesta-5,7-diene 
• 43217-89-6 1α,3β-dihydroxycholesta-5,7-diene 
• 53869-68-4 1α,3β-dibenzoyloxycholest-5-ene 
• 35339-66-3 cholest-5-ene-1α,3β-diol 3β-acetate 
• 35339-68-5 cholest-5-ene-1α,3β-diol 1α,3β-diacetate 

Relevant academic research and scientific papers

A novel strategy for the synthesis of bromo-substituted cholestenone and its new application to a synthesis of 1α-hydroxycholesterol

A novel and efficient method was developed for the preparation of bromo-substituted cholestenone, including 6β-bromocholestenone and 2α,6β-dibromocholestenone. The key step in this synthesis is a very mild method for the transformation of 5α,6β-dibromocholesterol into the 6β-bromocholestenone by treatment with NaClO/NaBr/TEMPO, followed by dehydro-bromination with Et3N. Bromination at C-2 with NBS/BPO (benzoyl peroxide) gave the 2α,6β-dibromo cholestenone. This was used in a synthesis of 1α-hydroxycholesterol.

Synthesis and evaluation of new 6-hydroximinosteroid analogs as cytotoxic agents

Taking into account the structural requirements for cytotoxicity, several new hydroximinosteroid derivatives have been prepared and evaluated for their cytotoxic activity against A-549, H116, PSN1, and T98G cultured tumor cell lines in order to obtain further information on the potential pharmacophoric core of this type of compound. The influence of the oxygenated position in the A ring, the presence of an additional oxygenated position at C-7 and C-16, and a fluorinated position at C-5 were considered in order to study the structure-activity relationships. The results reveal the importance of oxygenated positions in the A ring (e.g., 4,5-epoxide showed an IC50 value against HCT-116 under micromolar level) for an increase in cytotoxic activity in this type of compound. Furthermore, they showed an important selectivity toward colon tumor line (HCT-116).

Process for production of 1-α, 3-β, 24-trihydroxy Δ-5

A process for producing a 1α,3β,24-trihydroxy-Δ5 -steroid represented by the formula (II): STR1 wherein R1 and R2, independently, represent a hyrogen atom, or R1 and R2 together form a single bond, R

1-α-hydroxy vitamin D compounds and process for preparing same

The invention provides novel 1α-hydroxy vitamin D compounds and a method for their preparation from 1α-hydroxy-25-hydrogen cholesta-5,7-dienes by irradiation and isomerization techniques. The invention also includes the said 1α-hydroxy-25-hydrogen-cholesta-5,7-dienes and the corresponding cholest-5-enes. The new compounds may be obtained in a crystalline form substantially free from isomeric or other impurities arising from manufacture.

An Efficient Procedure for Preparing 1α,3β-Dihydroxy-Δ5-sterois by Reduction of 1α,2α-Epoxy-4,6-dien-3-ones with Lithium in Ammonia

A number of 1α,3β-dihydroxy-Δ5-steroids of the cholestane, (20S)-20-methylpregnane (23,24-dinorcholane), pregnane and androstane series were synthesized from common steroidal precursors.A process originally reported by Barton et aI., based on 1,4,6-trien-3-ones as intermediates, was used for the introduction of the lα-hydroxyl function.The last step of this process, consisting of lithium/ammonia reduction of 1α,2α-epoxy-4,6-dien-3-ones, was found to be crucial and therefore subjected to particular study.A reproducible procedure permitting high-yield conversion was developed. lt consists of first reducing the epoxydienone with an approximately stoichiometric amount of lithium in ammonia to give, after protonation with ammonium chloride, a 1α-hydroxy-5-en-3-one.This intermediate is then further reduced by repeated alternating treatment with ammonium chloride and an equivalent amount of lithium.

3-Deoxy-1α-hydroxy- and 3-deoxy-1α,25-dihydroxycholecalciferol and processes for the preparation thereof

Processes for the preparation of 3-deoxy-1α-hydroxycholecalciferol and 3-deoxy-1α,25-dihydroxycholecalciferol, novel analogs of cholecalciferol possessing potent intestinal calcium transport stimulatory activity without significant concomitant bone calcium mobilizing activity, are disclosed.

Process for 1α,3β-dihydroxy-Δ5 -steroids

A process for the synthesis of 1α,3β-dihydroxy-Δ5 -steroids from steroids such as 1α,2α-epoxy-cholesta-4,6-dien-3-one, which is reacted with lithium in liquid ammonia in the absence of a proton donator and subsequently reduced by repeated alter

Process for preparing 1-α-hydroxy cholesterol derivatives

Improved processes are described for introducing a 1-α-hydroxy group into the cholesterol ring system. Novel intermediates and their preparation are disclosed.