305371-59-9

Basic information

• Product Name: toluene-4-sulfonic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethyl-hexyl ester
• CAS NO: 305371-59-9
• Molecular Weight: 414.682
• Mol File: 305371-59-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: toluene-4-sulfonic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethyl-hexyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: toluene-4-sulfonic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethyl-hexyl ester(305371-59-9)
• EPA Substance Registry System: toluene-4-sulfonic acid 4-(tert-butyl-dimethyl-silanyloxy)-4-ethyl-hexyl ester(305371-59-9)

Safety Data

• Hazardous Substances Data: 305371-59-9(Hazardous Substances Data)

Upstream product

• 69739-34-0 t-butyldimethylsiyl triflate 
• 125573-88-8 Toluene-4-sulfonic acid 4-ethyl-4-hydroxy-hexyl ester 
• 1113-00-4 4-ethyl-hexane-1,4-diol 

Downstream Products

• 305371-63-5 6-((R)-1-{(1S,3aS,7aS)-4-[2-[(3S,4S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-methyl-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-ethoxy)-3-ethyl-hexan-3-ol 
• 131875-08-6 lexacalcitol 

Relevant articles and documents

Highly potent cell differentiation-inducing analogues of 1α,25-dihydroxyvitamin D3: Synthesis and biological activity of 2-methyl-1,25-dihydroxyvitamin D3 with side-chain modifications

Eight 2-methyl substituted analogues of 20-epi-22R-methyl-1α,25-dihydroxyvitamin D3 (5) and 20-epi-24,26,27-trihomo-22-oxa-1α,25-dihydroxyvitamin D3 (6: KH-1060) were convergently synthesized. Preparation of the CD-ring portions with modified side chains of 5 and 6, followed by palladium-catalyzed cross-coupling with the A-ring enyne synthons (20a-d), (3S,4S,5R)-, (3S,4R,5R)-, (3S,4S,5S)- and (3R,4R,5S)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-methyloct-1-en-7-yne, afforded two sets of four A-ring stereoisomers of 20-epi-2,22-dimethyl-1,25-dihydroxyvitamin D3 (7a-d) and 20-epi-24,26,27-trihomo-2-methyl-22-oxa-1,25-dihydroxyvitamin D3 (8a-d). The biological profiles of the hybrid analogues were assessed in terms of affinity for vitamin D receptor (VDR) and HL-60 cell differentiation-inducing activity in comparison with the natural hormone. The combined modifications of the A-ring at the 2-position and the side chain yielded analogues with high potency.