185909-44-8

Basic information

• Product Name: (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester
• Synonyms: (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester
• CAS NO: 185909-44-8
• Molecular Weight: 368.546
• Mol File: 185909-44-8.mol

Chemical Properties

• CAS DataBase Reference: (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester(185909-44-8)
• EPA Substance Registry System: (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyric acid methyl ester(185909-44-8)

Safety Data

• Hazardous Substances Data: 185909-44-8(Hazardous Substances Data)

Upstream product

• 937184-70-8 2-(4-methoxybenzyloxy)-4-methylquinoline 
• 113494-89-6 methyl (S)-4-<(1,1-dimethylethyl)dimethylsiloxy>-3-hydroxybutanoate 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 90414-36-1 methyl (3S)-3,4-dihydroxybutyrate 
• 89238-99-3 O-(4-methoxybenzyl)-trichloroacetimidate 

Downstream Products

• 185909-45-9 (S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-butyraldehyde 
• 185909-55-1 tert-Butyl-[(2S,4S)-4-methoxy-2-(4-methoxy-benzyloxy)-hept-6-enyloxy]-dimethyl-silane 
• 185909-47-1 (3R,5S)-6-(tert-Butyl-dimethyl-silanyloxy)-3-methoxy-5-(4-methoxy-benzyloxy)-hexanal 
• 185909-49-3 (Z)-(5S,7S)-5-Methoxy-7-(4-methoxy-benzyloxy)-2-methyl-8-oxo-oct-2-enoic acid ethyl ester 
• 185909-50-6 (2Z,8E)-(5S,7S)-9-Iodo-5-methoxy-7-(4-methoxy-benzyloxy)-2-methyl-nona-2,8-dienoic acid ethyl ester 
• 185909-42-6 (2Z,8E,10E)-(5S,7S)-12-(tert-Butyl-dimethyl-silanyloxy)-5-methoxy-7-(4-methoxy-benzyloxy)-2-methyl-dodeca-2,8,10-trienal 
• 185909-59-5 (2Z,8E,10E)-(5S,7S)-12-(tert-Butyl-dimethyl-silanyloxy)-5-methoxy-7-(4-methoxy-benzyloxy)-2-methyl-dodeca-2,8,10-trien-1-ol 
• 185909-48-2 (Z)-(5S,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-5-methoxy-7-(4-methoxy-benzyloxy)-2-methyl-oct-2-enoic acid ethyl ester 
• 185909-52-8 (2Z,8E,10E)-(5S,7S)-12-Hydroxy-5-methoxy-7-(4-methoxy-benzyloxy)-2-methyl-dodeca-2,8,10-trienoic acid ethyl ester 
• 185909-57-3 (2Z,8E,10E)-(5S,7S)-12-(tert-Butyl-dimethyl-silanyloxy)-5-methoxy-7-(4-methoxy-benzyloxy)-2-methyl-dodeca-2,8,10-trienoic acid ethyl ester 
• 185909-46-0 (4S,6S)-7-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-hept-1-en-4-ol 

Relevant articles and documents

Synthesis and Structural Implication of the JKLMN-Ring Fragment of Caribbean Ciguatoxin C-CTX-1

Synthesis of the JKLMN-ring fragment of Caribbean ciguatoxin C-CTX-1, the causative toxin of ciguatera fish poisoning in the Caribbean Sea and the Northeast Atlantic areas, is described in detail. Key to the synthesis are a [2,3]-sigmatropic rearrangement to construct a seven-membered α-hydroxy exo-enol ether, stereoselective construction of an angular tetrasubstituted stereogenic center on the seven-membered M-ring by a hydrogen atom transfer-based reductive olefin coupling, Suzuki-Miyaura coupling of the KLMN-ring enol phosphate with a highly congested M-ring, and silica gel-mediated epoxide ring opening to form the J-ring. Comparison of the nuclear magnetic resonance spectroscopic data for the synthesized fragment with those for the natural product provided support for the formerly assigned structure of the N-ring in the right-hand terminal of C-CTX-1.

Diastereoselective synthesis of the cis-octahydronaphthalene nucleus of superstolides A and B

A highly diastereoselective synthesis of 4 via the intramolecular Diels-Alder reaction of trienal 3 is described. Copyright (C) 1996 Elsevier Science Ltd.