930803-78-4

Basic information

• Product Name: (Z)-1-O-tert-butyldiphenylsilyl-3-methylhexa-2-en-1,6-diol
• Synonyms: (Z)-1-O-tert-butyldiphenylsilyl-3-methylhexa-2-en-1,6-diol
• CAS NO: 930803-78-4
• Molecular Weight: 368.591
• Mol File: 930803-78-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (Z)-1-O-tert-butyldiphenylsilyl-3-methylhexa-2-en-1,6-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-1-O-tert-butyldiphenylsilyl-3-methylhexa-2-en-1,6-diol(930803-78-4)
• EPA Substance Registry System: (Z)-1-O-tert-butyldiphenylsilyl-3-methylhexa-2-en-1,6-diol(930803-78-4)

Safety Data

• Hazardous Substances Data: 930803-78-4(Hazardous Substances Data)

Upstream product

• 201670-50-0 (Z)-3-Bromo-8-(tert-butyl-diphenyl-silanyloxy)-2,6-dimethyl-oct-6-en-2-ol 
• 106-25-2 Nerol 
• 139109-04-9 (Z)-1-[(tert-butyldiphenylsilyl)oxy]-3-methyl-2-hexen-6-al 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 201670-51-1 (Z)-1-(tert-butyldiphenylsilyloxy)-6,7-epoxy-3,7-dimethylocta-2-ene 
• 139109-03-8 (Z)-1-[(tert-butyldiphenylsilyl)oxy]-3,7-dimethyl-2,6-octadiene 

Downstream Products

• 930803-79-5 C₃₀H₃₅NOSiS₂ 
• 1056288-48-2 (2Z,6Z)-1-(tert-butyldiphenylsilyloxy)-8-chloro-3,7-dimethylocta-2,6-diene 
• 1056289-79-2 (2Z,6Z,10Z,14Z)-9-(benzenesulfonyl)-1-(tert-butyldiphenylsilyloxy)-16-chloro-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraene 
• 5905-42-0 betulaprenol-8 
• 68982-81-0 (2Z,6Z,10Z)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraen-1-yl phosphate 
• 201670-54-4 (2Z,6Z)-1-O-(tert-butyldiphenylsilyl)-3,7-dimethylocta-2,6-dien-1,8-diol 
• 930803-89-7 C₄₂H₆₂OSi 
• 930803-88-6 C₃₇H₅₄OSi 
• 930803-80-8 C₃₀H₃₅NO₃SiS₂ 
• 930803-84-2 C₄₁H₆₀OSi 

Relevant articles and documents

N-GLYCOSYLATION OF PEPTIDES AND PROTEINS

A process for the production of a glycoconjugate by N-glycosylation of a protein or peptide comprising the sequence D/E-X-N-X-S/T, wherein each X is the same or different and is any natural amino acid other than proline, wherein the process comprises reacting the protein or peptide with a polyisoprenyl pyrophosphate of formula (I), or a salt thereof, in the presence of PglB: (I) to produce the glycoconjugate comprising the protein or peptide having a saccharide [SI] linked to the asparagine in the sequence D/E-X-N-X-S/T. Polyisoprenylpyrophosphates used as substrates in the biocatalytic process are also provided, as well as certain glycoconjugates.

Synthesis of moenocinol and its analogs using BT-sulfone in Julia-Kocienski olefination

Moenocinol (C25H42O), the acyclic terpenoid unsaturated lipid part of moenomycin antibiotics, was prepared by an expedient method, which comprised organometallic reaction, Julia-Kocienski olefination, and enolate carbon bond formation as the key steps. The starting materials, nerol and 3-butyn-1-ol, were elaborated to the benzothiazole sulfone 2 and aldehyde 3, and the subsequent Julia-Kocienski olefination occurred in a stereospecific manner to give the desired 6E-configuration of moenocinol. Moenocinol (1) was thus synthesized by 10 linear steps in 12% overall yield, and its analogs 23, 24, and 28 with different chain lengths and unsaturation degrees were also realized by the similar reaction sequences.