[(1R,2R,4R)-4-((E)-2-Bromo-propenyl)-2-methoxy-cyclohexyloxy]-tert-butyl-diphenyl-silane

Base Information

Chemical Name:[(1R,2R,4R)-4-((E)-2-Bromo-propenyl)-2-methoxy-cyclohexyloxy]-tert-butyl-diphenyl-silane
CAS No.:143370-19-8
Molecular Formula:C₂₆H₃₅BrO₂Si
Molecular Weight:487.552
Hs Code.:

Synonyms:[(1R,2R,4R)-4-((E)-2-Bromo-propenyl)-2-methoxy-cyclohexyloxy]-tert-butyl-diphenyl-silane

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Chemical Property of [(1R,2R,4R)-4-((E)-2-Bromo-propenyl)-2-methoxy-cyclohexyloxy]-tert-butyl-diphenyl-silane

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Technology Process of [(1R,2R,4R)-4-((E)-2-Bromo-propenyl)-2-methoxy-cyclohexyloxy]-tert-butyl-diphenyl-silane

There total 10 articles about [(1R,2R,4R)-4-((E)-2-Bromo-propenyl)-2-methoxy-cyclohexyloxy]-tert-butyl-diphenyl-silane 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:

: 5709-98-8
(R)-cyclohex-3-enecarboxylic acid

: 143370-19-8
[(1R,2R,4R)-4-((E)-2-Bromo-propenyl)-2-methoxy-cyclohexyloxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1: 1) MCPBA, 2) Et₃N, SiO₂ / 1) CCl₄, 0 to 25 deg C, 2) 70 deg C

2: 90 percent / imidazole / dimethylformamide / 25 °C

3: NaHCO₃ / 25 °C

4: 2,6-di-tert-butylpyridine / CH₂Cl₂ / 25 °C

5: 100 percent / LiAlH₄ / diethyl ether / 0 °C

6: 1) (COCl)2, DMSO, 2) NEt₃ / 2) CH₂Cl₂, -78 deg C

7: 83 percent / NaH / tetrahydrofuran / -78 °C

8: 1) n-BuLi / 1) THF, -78 deg C

9: 1) Cp₂Zr(H)Cl, 2) N-bromosuccinimide / 1) THF, 40 deg C

With 1H-imidazole; N-Bromosuccinimide; lithium aluminium tetrahydride; Schwartz's reagent; n-butyllithium; 2,6-di-tert-butyl-pyridine; oxalyl dichloride; silica gel; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00045a013

Reference yield:

: 116498-92-1
(1R,4R,5R)-4-hydroxy-6-oxabicyclo[3.2.1]octan-7-one

: 143370-19-8
[(1R,2R,4R)-4-((E)-2-Bromo-propenyl)-2-methoxy-cyclohexyloxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / imidazole / dimethylformamide / 25 °C

2: NaHCO₃ / 25 °C

3: 2,6-di-tert-butylpyridine / CH₂Cl₂ / 25 °C

4: 100 percent / LiAlH₄ / diethyl ether / 0 °C

5: 1) (COCl)2, DMSO, 2) NEt₃ / 2) CH₂Cl₂, -78 deg C

6: 83 percent / NaH / tetrahydrofuran / -78 °C

7: 1) n-BuLi / 1) THF, -78 deg C

8: 1) Cp₂Zr(H)Cl, 2) N-bromosuccinimide / 1) THF, 40 deg C

With 1H-imidazole; N-Bromosuccinimide; lithium aluminium tetrahydride; Schwartz's reagent; n-butyllithium; 2,6-di-tert-butyl-pyridine; oxalyl dichloride; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00045a013

Reference yield:

: 143347-67-5
(R)-Cyclohex-3-enecarboxylic acid (S)-1-methyl-2,5-dioxo-pyrrolidin-3-yl ester

: 143370-19-8
[(1R,2R,4R)-4-((E)-2-Bromo-propenyl)-2-methoxy-cyclohexyloxy]-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 10 steps

1: 98 percent / LiOH, H₂O₂ / tetrahydrofuran / 0 °C

2: 1) MCPBA, 2) Et₃N, SiO₂ / 1) CCl₄, 0 to 25 deg C, 2) 70 deg C

3: 90 percent / imidazole / dimethylformamide / 25 °C

4: NaHCO₃ / 25 °C

5: 2,6-di-tert-butylpyridine / CH₂Cl₂ / 25 °C

6: 100 percent / LiAlH₄ / diethyl ether / 0 °C

7: 1) (COCl)2, DMSO, 2) NEt₃ / 2) CH₂Cl₂, -78 deg C

8: 83 percent / NaH / tetrahydrofuran / -78 °C

9: 1) n-BuLi / 1) THF, -78 deg C

10: 1) Cp₂Zr(H)Cl, 2) N-bromosuccinimide / 1) THF, 40 deg C

With 1H-imidazole; lithium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; Schwartz's reagent; n-butyllithium; 2,6-di-tert-butyl-pyridine; oxalyl dichloride; dihydrogen peroxide; silica gel; sodium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00045a013