allyl {(3R,4R,6R,7Z,9Z)-10-cyclohexyl-3-{(E)-2-[(2S,3S)-3-ethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]vinyl}-6-{[tert-butyl(dimethyl)silyl]oxu}-4-hydroxy-3-[(triethylsilyl)oxy]deca-7,9-dien-1-yl}carbamate

Base Information

Chemical Name:allyl {(3R,4R,6R,7Z,9Z)-10-cyclohexyl-3-{(E)-2-[(2S,3S)-3-ethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]vinyl}-6-{[tert-butyl(dimethyl)silyl]oxu}-4-hydroxy-3-[(triethylsilyl)oxy]deca-7,9-dien-1-yl}carbamate
CAS No.:1030827-38-3
Molecular Formula:C₄₁H₇₁NO₇Si₂
Molecular Weight:746.188
Hs Code.:

allyl {(3R,4R,6R,7Z,9Z)-10-cyclohexyl-3-{(E)-2-[(2S,3S)-3-ethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]vinyl}-6-{[tert-butyl(dimethyl)silyl]oxu}-4-hydroxy-3-[(triethylsilyl)oxy]deca-7,9-dien-1-yl}carbamate

Synonyms:allyl {(3R,4R,6R,7Z,9Z)-10-cyclohexyl-3-{(E)-2-[(2S,3S)-3-ethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]vinyl}-6-{[tert-butyl(dimethyl)silyl]oxu}-4-hydroxy-3-[(triethylsilyl)oxy]deca-7,9-dien-1-yl}carbamate

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Chemical Property of allyl {(3R,4R,6R,7Z,9Z)-10-cyclohexyl-3-{(E)-2-[(2S,3S)-3-ethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]vinyl}-6-{[tert-butyl(dimethyl)silyl]oxu}-4-hydroxy-3-[(triethylsilyl)oxy]deca-7,9-dien-1-yl}carbamate

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Technology Process of allyl {(3R,4R,6R,7Z,9Z)-10-cyclohexyl-3-{(E)-2-[(2S,3S)-3-ethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]vinyl}-6-{[tert-butyl(dimethyl)silyl]oxu}-4-hydroxy-3-[(triethylsilyl)oxy]deca-7,9-dien-1-yl}carbamate

There total 1 articles about allyl {(3R,4R,6R,7Z,9Z)-10-cyclohexyl-3-{(E)-2-[(2S,3S)-3-ethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]vinyl}-6-{[tert-butyl(dimethyl)silyl]oxu}-4-hydroxy-3-[(triethylsilyl)oxy]deca-7,9-dien-1-yl}carbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

: 1030827-26-9
allyl {(3R,4R,6R,7Z,9Z)-10-cyclohexyl-3-{(E)-2-[(2S,3S)-3-ethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]vinyl}-4,6-dihydroxy-3-[(triethylsilyl)oxy]deca-7,9-dien-1-yl}carbamate

: 69739-34-0
t-butyldimethylsiyl triflate

: 1030827-38-3
allyl {(3R,4R,6R,7Z,9Z)-10-cyclohexyl-3-{(E)-2-[(2S,3S)-3-ethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]vinyl}-6-{[tert-butyl(dimethyl)silyl]oxu}-4-hydroxy-3-[(triethylsilyl)oxy]deca-7,9-dien-1-yl}carbamate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 0.666667h; chemoselective reaction;
DOI:10.1021/ol8004672

Reference yield: 94.0%

: 1030827-38-3
allyl {(3R,4R,6R,7Z,9Z)-10-cyclohexyl-3-{(E)-2-[(2S,3S)-3-ethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]vinyl}-6-{[tert-butyl(dimethyl)silyl]oxu}-4-hydroxy-3-[(triethylsilyl)oxy]deca-7,9-dien-1-yl}carbamate

: 126429-21-8
diallyl diisopropylphosphoramidite

: 1030827-27-0
allyl {(3R,4R,6R,7Z,9Z)-4-{[bis(allyloxy)phosphoryl]oxy}-6-{[tert-butyl(dimethyl)silyl]oxy}-10-cyclohexyl-3-{(E)-2-[(2S,3S)-3-ethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]vinyl}-3-[(triethylsilyl)oxy]deca-7,9-dien-1-yl}carbamate

Guidance literature:: allyl {(3R,4R,6R,7Z,9Z)-10-cyclohexyl-3-{(E)-2-[(2S,3S)-3-ethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]vinyl}-6-{[tert-butyl(dimethyl)silyl]oxu}-4-hydroxy-3-[(triethylsilyl)oxy]deca-7,9-dien-1-yl}carbamate; diallyl diisopropylphosphoramidite; With 1H-tetrazole; In dichloromethane; at 20 ℃; Cooling with ice;

With dihydrogen peroxide; In dichloromethane; water; at 0 ℃; for 2h;
DOI:10.1021/ol8004672