(1''S,1'''R,3''S,6''R)-(2''E)-2-[2'-[3''-(1'''-carboxy-4'''-p-methoxyphenylbutyl)-6''-methyl-2''-[(trimethylsilyl)methylene]cyclohexyl]ethyl]-2,5,5-trimethyl-1,3-dioxane

Base Information

Chemical Name:(1''S,1'''R,3''S,6''R)-(2''E)-2-[2'-[3''-(1'''-carboxy-4'''-p-methoxyphenylbutyl)-6''-methyl-2''-[(trimethylsilyl)methylene]cyclohexyl]ethyl]-2,5,5-trimethyl-1,3-dioxane
CAS No.:467223-72-9
Molecular Formula:C₃₂H₅₂O₅Si
Molecular Weight:544.847
Hs Code.:

Synonyms:(1''S,1'''R,3''S,6''R)-(2''E)-2-[2'-[3''-(1'''-carboxy-4'''-p-methoxyphenylbutyl)-6''-methyl-2''-[(trimethylsilyl)methylene]cyclohexyl]ethyl]-2,5,5-trimethyl-1,3-dioxane

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Chemical Property of (1''S,1'''R,3''S,6''R)-(2''E)-2-[2'-[3''-(1'''-carboxy-4'''-p-methoxyphenylbutyl)-6''-methyl-2''-[(trimethylsilyl)methylene]cyclohexyl]ethyl]-2,5,5-trimethyl-1,3-dioxane

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Technology Process of (1''S,1'''R,3''S,6''R)-(2''E)-2-[2'-[3''-(1'''-carboxy-4'''-p-methoxyphenylbutyl)-6''-methyl-2''-[(trimethylsilyl)methylene]cyclohexyl]ethyl]-2,5,5-trimethyl-1,3-dioxane

There total 1 articles about (1''S,1'''R,3''S,6''R)-(2''E)-2-[2'-[3''-(1'''-carboxy-4'''-p-methoxyphenylbutyl)-6''-methyl-2''-[(trimethylsilyl)methylene]cyclohexyl]ethyl]-2,5,5-trimethyl-1,3-dioxane 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: 88.0%

: 116399-92-9
2,5,5-trimethyl-2-<2'-<4''-(carboxymethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane

: 467223-72-9
(1''S,1'''R,3''S,6''R)-(2''E)-2-[2'-[3''-(1'''-carboxy-4'''-p-methoxyphenylbutyl)-6''-methyl-2''-[(trimethylsilyl)methylene]cyclohexyl]ethyl]-2,5,5-trimethyl-1,3-dioxane

Guidance literature:: 2,5,5-trimethyl-2-<2'-<4''-(carboxymethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 50 ℃; for 2.66667h;

p-MeO-C₆H₄(CH₂)3X; In tetrahydrofuran; at 0 ℃; for 2.5h;
DOI:10.1021/jm020142z

Reference yield: 34.0%

: 467223-72-9
(1''S,1'''R,3''S,6''R)-(2''E)-2-[2'-[3''-(1'''-carboxy-4'''-p-methoxyphenylbutyl)-6''-methyl-2''-[(trimethylsilyl)methylene]cyclohexyl]ethyl]-2,5,5-trimethyl-1,3-dioxane

: 467223-75-2
C₂₄H₃₂O₆

Guidance literature:: (1''S,1'''R,3''S,6''R)-(2''E)-2-[2'-[3''-(1'''-carboxy-4'''-p-methoxyphenylbutyl)-6''-methyl-2''-[(trimethylsilyl)methylene]cyclohexyl]ethyl]-2,5,5-trimethyl-1,3-dioxane; With ozone; In dichloromethane; at -78 ℃; under 362.004 Torr;

With sulfuric acid; silica gel; In dichloromethane; at 20 ℃;
DOI:10.1021/jm020142z

Reference yield:

: 467223-72-9
(1''S,1'''R,3''S,6''R)-(2''E)-2-[2'-[3''-(1'''-carboxy-4'''-p-methoxyphenylbutyl)-6''-methyl-2''-[(trimethylsilyl)methylene]cyclohexyl]ethyl]-2,5,5-trimethyl-1,3-dioxane

: (+)-octahydro-3,6α-dimethyl-3,12-epoxy-9β-(3'-(p-methoxyphenyl)propyl)-12H-pyrano[4,3j]-1,2-benzodioxepin

Guidance literature:: Multi-step reaction with 3 steps

1.1: O₃ / CH₂Cl₂ / -78 °C / 362 Torr

1.2: 34 percent / 15 percent aq. H₂SO₄; silica gel / CH₂Cl₂ / 20 °C

2.1: 100 percent / DIBAL / CH₂Cl₂; hexane / 1.25 h / -78 °C

3.1: Et₃SiH / CH₂Cl₂ / 0.17 h / -78 °C

3.2: 94 percent / BF₃*OEt₂ / CH₂Cl₂ / 3 h / -78 °C

With triethylsilane; diisobutylaluminium hydride; ozone; In hexane; dichloromethane;
DOI:10.1021/jm020142z