1183-41-1

Upstream product

• 1173-13-3 previtamin D₃ 
• 71-43-2 benzene 
• 29906-84-1 (3S)-3-(3,5-dinitro-benzoyloxy)-9,10-seco-cholesta-5⁽¹⁰⁾,6c,8-triene 
• 26048-46-4 7α-bromocholest-5-en-3β-ol benzoate 
• 96685-54-0 Acetic acid 1-[(1R,3aR,7aR)-4-benzenesulfonyl-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-yl]-2-[5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-ethyl ester 
• 2174-12-1 cholecalciferol benzoate 
• 67-97-0 vitamin D₃ 
• 99-33-2 3,5-dinitrobenoyl chloride 
• 434-16-2 7-dehydrocholesterol 
• 96843-42-4 (-)-<1(S)-methyl-2(S)-((phenylsulfonyl)methyl)-5(R)-(1(S)-((tosyloxy)methyl)-5-methylhexyl)cyclopentyl>acetaldehyde ethylene acetal 
• 96700-57-1 Methanesulfonic acid (3R,3aR,7R,7aR)-7-benzenesulfonyl-3-((R)-1,5-dimethyl-hexyl)-3a-methyl-octahydro-inden-5-yl ester 
• 96843-40-2 (+)-6-methyl-2(R)-<2-((2,5-dioxacyclopentyl)methyl)-2(S)-methyl-3(S)-((phenylsulfonyl)methyl)-1(R)-cyclopentyl>heptanoic acid 
• 96862-14-5 (-)-2(S)-methyl-2-<3-(mesyloxy)propyl>-1(S)-<(phenylsulfonyl)methyl>-3(R)-(1(R),5-dimethylhexyl)cyclopentane 
• 87649-56-7 tert-Butyl-{(S)-3-[2-[(1R,3aS,7aR)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-4-methylene-cyclohexyloxy}-dimethyl-silane 

Downstream Products

• 29906-84-1 (3S)-3-(3,5-dinitro-benzoyloxy)-9,10-seco-cholesta-5⁽¹⁰⁾,6c,8-triene 
• 124320-12-3 9,10-seco-cholestadiene-(7,10⁽¹⁹⁾)-triol-(3,5,6) 

Relevant academic research and scientific papers

Vitamin D3 purification method

The invention discloses a vitamin D3 purification method which comprises the following steps: a1, mixing organic amine, a first organic solvent, vitamin D3 oil and aryl chloride to react, and then adding water to stop the reaction; a2, washing the product obtained in the step a1 with water, performing drying and filtering, carrying out reduced pressure distillation, performing dissolving, carryingout secondary reduced pressure distillation, carrying out cooling and crystallizing; b1, dissolving vitamin D3 methyl benzoate in methanol, and dropwise adding a strong alkaline solution to perform reacting; b2, carrying out reduced pressure distillation on the substance obtained in the step b1, then carrying out liquid separation, washing an organic phase with water, and carrying out drying, filtering, carrying out secondary reduced pressure distillation, dissolving, cooling and recrystallizing; c1, dissolving the vitamin D3 crude product in a third organic solvent, and then performing stirring for decolorization; and c2, filtering the product obtained in the step c1, carrying out reduced pressure distillation on the filtrate, and carrying out dissolving, cooling, recrystallizing, filtering, and drying to obtain the vitamin D3. The vitamin D3 purified by the purification method disclosed by the invention has the advantages of higher purity, lower harmful impurity content and higher stability.

A Novel Approach to the Stereocontrolled Synthesis of Steroid Side Chains Including the CD-Ring System: The First Total Synthesis of (+)-8α-(Phenylsulfonyl)des-AB-cholestane and Its Efficient Conversion into Grundmann's Ketone and Vitamin D3

A new stereocontrolled approach to steroid CD-ring system including side chain starting from an optically active indenedione 6 is described.The application of this finding allows for the asymmetric synthesis of des-AB-cholestane 3 and 8α-(phenylsulfonyl)des-AB-cholestane 37; from the latter Grundmann's ketone 25 and vitamin D3 (27) were synthesized efficiently.

Calciferol and its Relatives. Part 27. A Synthesis of 1α-Hydroxyvitamin D3 by way of 1α-Hydroxytachysterol3

A new synthesis of 1α-hydroxyvitamin D3 is described.The bis-t-butyldimethylsilyl ether (17) of (3S,5R)-3,5-dihydroxy-2-methylcyclohex-1-enecarbaldehyde and 8-p-tolylsulphonylmethyl-des-AB-cholest-8-ene (4) were combined to give mixed benzoyloxysulphones which, on reductive elimination with sodium amalgam, gave the corresponding bis-ether of 1α-hydroxytachysterol3.This was isomerised photochemically to the bis-ether of 1α-hydroxyprecalciferol3, and then thermally to give the bis-ether of 1α-hydroxyvitamin D3.Removal of protecting groups gave 1α-hydroxyvitamin D3 (21) in 62percent yield from the sulphone (4), or 12.8percent overall from cholesterol.