tert-Butyl-{(Z)-(1R,2S)-5-iodo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-{(Z)-(1R,2S)-5-iodo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane
CAS No.:496035-41-7
Molecular Formula:C₂₄H₄₁IO₃Si
Molecular Weight:532.578
Hs Code.:

Synonyms:tert-Butyl-{(Z)-(1R,2S)-5-iodo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

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Chemical Property of tert-Butyl-{(Z)-(1R,2S)-5-iodo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

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Technology Process of tert-Butyl-{(Z)-(1R,2S)-5-iodo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

There total 11 articles about tert-Butyl-{(Z)-(1R,2S)-5-iodo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-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: 100.0%

: 496035-52-0
(2Z,4S,5R,6S)-5-(t-butyldimethylsilyloxy)-7-(p-methoxybenzyloxy)-2,4,6-trimethylhept-2-en-1-ol

: 496035-41-7
tert-Butyl-{(Z)-(1R,2S)-5-iodo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

Guidance literature:: With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; for 0.75h;
DOI:10.1021/jo048534w

Reference yield:

: 496035-35-9
(2S,4S)-1-hydroxy-5-(p-methoxybenzyloxy)-2,4-dimethylpentan-3-one

: 496035-41-7
tert-Butyl-{(Z)-(1R,2S)-5-iodo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1.1: dicyclohexylboron chloride; triethylamine / diethyl ether

1.2: LiBH₄ / diethyl ether

2.1: TEMPO; bis-acetoxyiodobenzene / CH₂Cl₂ / 3 h / 20 °C

3.1: KHMDS; 18-crown-6 / tetrahydrofuran; toluene / 0.5 h / -78 °C

3.2: tetrahydrofuran; toluene / 0.67 h

4.1: 1.64 g / 2,6-lutidine / CH₂Cl₂ / 4 h / -78 °C

5.1: 90 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / -78 °C

6.1: 100 percent / I₂; PPh₃; imidazole / CH₂Cl₂ / 0.75 h

With 1H-imidazole; 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; 18-crown-6 ether; [bis(acetoxy)iodo]benzene; dicyclohexylboron chloride; iodine; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/jo048534w

Reference yield:

: 182193-69-7
(S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one

: 496035-41-7
tert-Butyl-{(Z)-(1R,2S)-5-iodo-1-[(S)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,4-dimethyl-pent-3-enyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: dicyclohexylboron chloride; triethylamine / diethyl ether / 2 h / 0 °C

1.2: diethyl ether / -78 - 0 °C

2.1: dicyclohexylboron chloride; triethylamine / diethyl ether

2.2: LiBH₄ / diethyl ether

3.1: TEMPO; bis-acetoxyiodobenzene / CH₂Cl₂ / 3 h / 20 °C

4.1: KHMDS; 18-crown-6 / tetrahydrofuran; toluene / 0.5 h / -78 °C

4.2: tetrahydrofuran; toluene / 0.67 h

5.1: 1.64 g / 2,6-lutidine / CH₂Cl₂ / 4 h / -78 °C

6.1: 90 percent / DIBAL-H / CH₂Cl₂; hexane / 1 h / -78 °C

7.1: 100 percent / I₂; PPh₃; imidazole / CH₂Cl₂ / 0.75 h

With 1H-imidazole; 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; 18-crown-6 ether; [bis(acetoxy)iodo]benzene; dicyclohexylboron chloride; iodine; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/jo048534w