Carbonic acid (1R,2S,5R)-1-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexyl ester methyl ester

Base Information

Chemical Name:Carbonic acid (1R,2S,5R)-1-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexyl ester methyl ester
CAS No.:750594-50-4
Molecular Formula:C₂₁H₄₀O₄Si
Molecular Weight:384.632
Hs Code.:

Synonyms:Carbonic acid (1R,2S,5R)-1-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexyl ester methyl ester

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Chemical Property of Carbonic acid (1R,2S,5R)-1-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexyl ester methyl ester

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Technology Process of Carbonic acid (1R,2S,5R)-1-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexyl ester methyl ester

There total 7 articles about Carbonic acid (1R,2S,5R)-1-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexyl ester methyl ester 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:

: 616-38-6
carbonic acid dimethyl ester

: 750594-48-0
(1R,2S,5R)-2-i-propyl-5-methyl-1-(3-t-butyldimethylsyloxy-1-propen-1-yl)cyclohexan-1-ol

: 750594-50-4
Carbonic acid (1R,2S,5R)-1-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexyl ester methyl ester

Guidance literature:: (1R,2S,5R)-2-i-propyl-5-methyl-1-(3-t-butyldimethylsyloxy-1-propen-1-yl)cyclohexan-1-ol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 1h;

carbonic acid dimethyl ester; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 2h;
DOI:10.1021/ol048936q

Reference yield:

: 79-22-1
methyl chloroformate

: 750594-48-0
(1R,2S,5R)-2-i-propyl-5-methyl-1-(3-t-butyldimethylsyloxy-1-propen-1-yl)cyclohexan-1-ol

: 750594-50-4
Carbonic acid (1R,2S,5R)-1-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexyl ester methyl ester

Guidance literature:: (1R,2S,5R)-2-i-propyl-5-methyl-1-(3-t-butyldimethylsyloxy-1-propen-1-yl)cyclohexan-1-ol; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

methyl chloroformate; In tetrahydrofuran; at -78 - 20 ℃; for 3.5h; Further stages.;
DOI:10.1021/jo000810t

Reference yield:

: 76782-82-6
tert-Butyldimethyl(prop-2-ynyloxy)silane

: 750594-50-4
Carbonic acid (1R,2S,5R)-1-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-2-isopropyl-5-methyl-cyclohexyl ester methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: biscyclopentadienylzirconium dichloride; lithium triethylborohydride / tetrahydrofuran / 2 h / 20 °C

1.2: 69 percent / I₂ / tetrahydrofuran / 10 h / 20 °C

2.1: t-BuLi; CeCl₃ / tetrahydrofuran; pentane / 1 h / -78 °C

2.2: 73 percent / tetrahydrofuran; pentane / 1 h / -78 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

3.2: tetrahydrofuran; hexane / 2 h / 0 - 20 °C

With n-butyllithium; cerium(III) chloride; zirconocene dichloride; tert.-butyl lithium; lithium triethylborohydride; In tetrahydrofuran; hexane; pentane;
DOI:10.1021/ol048936q