190712-19-7

Upstream product

• 123444-68-8 (S)-4-(tert-butyldiphenylsilyloxy)-3-methylbutanal 
• 1351186-28-1 (S,E)-methyl 6-(tert-butyldiphenylsilyloxy)-5-methylhex-2-enoate 
• 91751-24-5 (R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal 
• 190712-18-6 (E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-5-methyl-hex-3-en-1-ol 
• 142459-36-7 (S)-6-<(tert-Butyldiphenylsilyl)oxy>-5-methyl-1-hexene 
• 95514-03-7 (R)-methyl 3-(tert-butyl(diphenyl)silyloxy)-2-methylpropanoate 

Downstream Products

• 1204754-11-9 C₂₃H₃₂O₂Si 
• 1351186-39-4 (R)-N-((S)-6-(tert-butyldiphenylsilyloxy)-5-methylhexyl)-N,2-dimethylbutanamide 
• 1351186-41-8 (3R,4S)-8-((R)-N,2-dimethylbutanamido)-3,4-dimethyl-N-((R)-1-(tritylthio)but-3-en-2-yl)octanamide 
• 1351186-38-3 (S)-(6-azido-2-methylhexyloxy)(tert-butyl)diphenylsilane 
• 1351186-32-7 (R)-N-((S)-6-(tert-butyldiphenylsilyloxy)-5-methylhexyl)-2-methylbutanamide 
• 190712-25-5 C₂₆H₃₅NO₄ 
• 190712-23-3 (4R,5S)-5-((S)-5-Benzyloxy-1-methyl-pentyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 190712-22-2 (2R,3S,4S)-8-Benzyloxy-2,3-dihydroxy-4-methyl-octanoic acid methyl ester 
• 190712-21-1 (E)-(S)-8-Benzyloxy-4-methyl-oct-2-enoic acid methyl ester 
• 190712-24-4 [(4S,5S)-5-((S)-5-Benzyloxy-1-methyl-pentyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol 
• 188729-96-6 (S)-6-Benzyloxy-2-methyl-hexanal 
• 188729-97-7 (S)-6-benzyloxy-2-methyl-1-hexanol 
• 190712-20-0 ((S)-6-Benzyloxy-2-methyl-hexyloxy)-tert-butyl-diphenyl-silane 

Relevant academic research and scientific papers

Synthesis and biological activity of kalkitoxin and its analogues

Total syntheses of kalkitoxin, isolated from the Caribbean Lyngbya majuscula, and its analogues, 3-epi-, 7-epi-, 8-epi-, 10-epi-, 10-nor-, and 16-nor-kalkitoxin, were achieved via oxazolidinone-based diastereoselective 1,4-addition reaction of a methyl group and efficient TiCl4-mediated thiazoline ring formation as the key steps. The biological activities of synthetic kalkitoxin and its analogues were evaluated with brine shrimp.

Total synthesis and biological evaluation of (+)-neopeltolide and its analogues

The stereocontrolled total synthesis of the originally proposed (1) and correct (2) structures of (+)-neopeltolide, a novel marine macrolide natural product with highly potent antiproliferative activity against several cancer cell lines as well as potent antifungal activity, has been achieved by exploiting a newly developed SuzukiMiyaura coupling/ring-closing metathesis strategy. Alkylborate 44, which was generated in situ from iodide 34, was coupled with enol phosphate 8 by a Suzuki-Miyaura coupling. Ring-closing metathesis of the derived diene 45 followed by stereoselective hydrogenation afforded tetrahydropyran 47 as a single stereoisomer in high overall yield from 34. Our convergent strategy enabled us to construct the 14-membered macrolactone core structure of 2 in a rapid and efficient manner. Total synthesis and biological evaluation of synthetic intermediates and designed synthetic analogues, performed to establish the structure-activity relationships of 2, led to the discovery of a structurally simple yet potent cytotoxic analogue, 9-demethylneopeltolide (54).

Synthetic studies of microsclerodermins. A stereoselective synthesis of a core building block for (2S,3R,4S,5S,6S,11E)-3-Amino-6-methyl-12- (4-methoxyphenyl)-2,4,5-trihydroxydodec-11-enoic acid (AMMTD)

A core building block 3 for (2S,3R,4S,5S,6S,11E)-3-amino-6-methyl-12- (4-methoxyphenyl)-2,4,5-trihydroxydodec-11-enoic acid (2, AMMTD) has been efficiently synthesized using the Sharpless asymmetric dihydroxylation and the Dondoni's furan addition to a ni