599165-21-6

Basic information

• Product Name: 3β-tert-butyldimethylsilyl-1α-tert-butyldimethylsilyloxy-25-trimethylsilyloxy-19-norvitamin D₃
• Synonyms: 3β-tert-butyldimethylsilyl-1α-tert-butyldimethylsilyloxy-25-trimethylsilyloxy-19-norvitamin D₃
• CAS NO: 599165-21-6
• Molecular Weight: 717.352
• Mol File: 599165-21-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3β-tert-butyldimethylsilyl-1α-tert-butyldimethylsilyloxy-25-trimethylsilyloxy-19-norvitamin D₃(CAS DataBase Reference)
• NIST Chemistry Reference: 3β-tert-butyldimethylsilyl-1α-tert-butyldimethylsilyloxy-25-trimethylsilyloxy-19-norvitamin D₃(599165-21-6)
• EPA Substance Registry System: 3β-tert-butyldimethylsilyl-1α-tert-butyldimethylsilyloxy-25-trimethylsilyloxy-19-norvitamin D₃(599165-21-6)

Safety Data

• Hazardous Substances Data: 599165-21-6(Hazardous Substances Data)

Upstream product

• 387834-49-3 (1R,3aS,7aR)-(E)-2-{1-[(R)-1,5-dimethyl-5-(trimethylsilanyloxy)hexyl]-7a-methyloctahydroinden-4-ylidenemethyl}-4,4,5,5-tetramethyl[1,3,2]dioxaborolane 
• 502495-26-3 (Z)-(3S,5R)-1-bromomethylene-3,5-bis(tert-butyldimethylsilyloxy)-2-methylenecyclohexane 
• 81506-20-9 <2S-(1E,2α,3β,5α)>-<2,3,5-tris(acetyloxy)-2-methylcyclohexylidene>acetic acid ethyl ester 
• 81506-22-1 <2S-(1E,2α,3β,5α)>-<3,5-bis<<(1,1dimethylethyl)dimethylsilyl>oxy>-2-hydroxy-2-methylcyclohexylidene>acetic acid ethyl ester 
• 81506-19-6 <2S-(1E,2α,3β,5α)>-<5-acetyl-2,3-bis(acetyloxy)-2-methyl-cyclohexylidene>acetic acid ethyl ester 
• 81506-18-5 <2S-(1E,2α,3β,5α)>-<2,3-bis(acetyloxy)-2-methyl-5-(1-methylethenyl)cyclohexylidene>acetic acid ethyl ester 
• 81506-25-4 <3S-(1Z,3α,5β)>-2-<3,5-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methylenecyclohexylidene>-1-chloroethane 
• 81570-18-5 <1R-(1α,2E,4α,6α)>-<1-methyl-4-(1-methylethenyl)-7-oxabicyclo<4.1.0>hept-2-ylidene>acetic acid ethyl ester 
• 81506-21-0 <2S-(1E,2α,3β,5α)>-(2,3,5-trihydroxy-2-methylcyclohexylidene)acetic acid ethyl ester 
• 83685-47-6 1-((1S,3aS,4S,5S,7aS)-1-tert-Butoxy-5-hydroxy-7a-methyl-octahydro-inden-4-yl)-ethanone 
• 81506-30-1 1-((1S,3aS,7aS)-1-tert-Butoxy-7a-methyl-octahydro-inden-4-yl)-ethanone 
• 81506-34-5 (3aR,4R,7aS)-4-Hydroxy-7a-methyl-octahydro-inden-1-one 
• 127492-07-3 {2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-ethyl}-diphenyl-phosphane 
• 81506-37-8 (E)-(R)-4-((3aR,4R,7aS)-4-Acetoxy-7a-methyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-pent-2-enoic acid ethyl ester 

Downstream Products

• 32222-06-3 calcitriol 

Relevant articles and documents

Facile construction of the 7,8-olefin linkage in vitamin D3: A practical synthesis benefiting the vitamin D3 analog study

A facile procedure for construction of the 7,8-olefin linkage in vitamin D3 is described. Treatment of a mixture of A-ring phosphine oxide and CD-ring ketone in THF with lithium hexamethyldisilazide (LHMDS) at -20°C followed by gradual heating

Efficient convergent synthesis of 1alpha,25-dihydroxyvitamin D3 and its analogues by Suzuki-Miyaura coupling.

[reaction: see text] 1alpha,25-Dihydroxyvitamin D(3) was synthesized by the Suzuki-Miyaura coupling of the A-ring intermediate 1, which was efficiently prepared from readily available 1,7-enyne 2, with the corresponding boronate compound of the C,D-ring portion. The method was applied to prepare des-C,D analogues of 1alpha,25-dihydroxyvitamin D(3).

Stereoselective Total Synthesis of 1α,25-Dihydroxycholecalciferol

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