129482-80-0

Upstream product

• 129482-79-7 [(2S,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-(2-nitro-phenylselanylmethyl)-cyclohex-(Z)-ylidene]-acetic acid methyl ester 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 191849-74-8 Trifluoro-methanesulfonic acid (2S,4R)-2,4-bis-(tert-butyl-dimethyl-silanyloxy)-1-methylene-hept-6-ynyl ester 
• 65376-03-6 (3aR,7aS)-1,3,3a,4,7,7a-hexahydroisobenzofuran-1-one 
• 104265-90-9 (1S,6R)-Methyl 6-Hydroxymethyl-3-cyclohexene-1-carboxylate 
• 130695-72-6 (1S,2R,4R,5R)-2-Hydroxymethyl-4-iodo-6-oxabicyclo<3.2.1>octan-7-one 
• 121289-20-1 (1S,2S,4R,6R)-2,4-bis(tert-butyldimethylsilyloxy)-1-methyl-7-oxabicyclo[4.1.0]heptane 
• 137892-15-0 (5R,7S,2Z)-8-Bromo-5,7-bis<(tert-butyldimethylsilyl)oxy>-2,8-nonadienoic acid methyl ester 
• 121961-83-9 Sodium; (1S,6R)-6-hydroxymethyl-cyclohex-3-enecarboxylate 
• 129482-76-4 (4R,4aS,6R,8S,8aR)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-4-phenylselanyl-octahydro-isochromen-3-one 
• 129482-78-6 [(2R,3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-hydroxymethyl-cyclohex-(Z)-ylidene]-acetic acid methyl ester 
• 129482-77-5 (6R,8S,8aR)-6,8-Bis-(tert-butyl-dimethyl-silanyloxy)-1,5,6,7,8,8a-hexahydro-isochromen-3-one 
• 129482-74-2 C₂₄H₄₈O₃S₂Si₂ 

Downstream Products

• 81506-24-3 [3S-(1Z,3α,5β)]-2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethanol 

Relevant academic research and scientific papers

Synthesis and evaluation of A-ring diastereomers of 1α,25-dihydroxy-22-oxavitamin D3 (OCT)

A-ring diastereomers of 1α,25-dihydroxy-22-oxavitamin D3 (OCT) (2), 3-epi-1α,25-dihydroxy-22-oxavitamin D3 (3-epiOCT) (3) and 1,3-diepi-1α,25-dihydroxy-22-oxavitamin D3 (1,3-diepiOCT) (4) were synthesized by the convergent method. In vitro binding affinity for rat vitamin D binding protein and calf-thymus vitamin D receptor, differentiation-inducing activity on HL-60 cells, and transcriptional activity of 3-epiOCT (3) and 1,3-diepiOCT (4) were evaluated in comparison with OCT (2), 1-epi-1α,25-dihydroxy-22-oxavitamin D3 (1-epiOCT) (5) and 1α,25-dihydroxyvitamin D3 (1).

Efficient and versatile synthesis of A-ring precursors of 1α,25-dihydroxyvitamin D3 and analogues. Application to the synthesis of Lythgoe-Roche phosphine oxide

An efficient, versatile synthesis of Lythgoe-Phosphine Oxide has been developed starting from l-carvene. The key steps are rupture of protected epoxide 7 to give dicarbonyl compound 8, preparation of vinylic triflate 2, and palladium-catalysed cyclization-carbonylation of vinylic triflate 2.

An Efficient Asymmetric Synthesis of 1α,25-(OH)2 Vitamin D3 A-Ring Synthon

Chiral synthesis of the A-ring synthon 3 of 1α,25-dihydroxyvitamin D3 (1a) based on palladium-catalyzed cyclization of 8-bromo-2,8-nonadienoates is described.Reaction of (E)-4b and (Z)-4d in the presence of Pd(OAc)2, PPh3 and K2CO3 gave (E)-3b and (Z)-3d, respectively.Optically active 4d was prepared from 24 by asymmetric aldol reaction using 31, which was cyclized to 3d.With further reactions, 1α,25-dihydroxyvitamin D3 (1a) was obtained.

Stereoselective Synthesis of 1α-Hydroxyvitamin D3 A-Ring Synthons by Palladium-Catalyzed Cyclization

Palladium-catalyzed cyclization of 8-bromo-2,8-nonadienoates proceeded stereoselectively to give 1α-hydroxyvitamin D3 A-ring synthons in good yields.

An enantioselective synthesis of the A-ring synthon for vitamin D3 metabolites by chemicoenzymatic approach

The A-ring synthon for vitamin D3 metabolites having 1α-hydroxyl group is synthesized starting from a chiral monoester 6 enzymatically generated.