{(E)-6-[5-(tert-Butyl-dimethyl-silanyloxy)-2-chloro-phenyl]-hex-3-enyl}-carbamic acid ethyl ester

Base Information

Chemical Name:{(E)-6-[5-(tert-Butyl-dimethyl-silanyloxy)-2-chloro-phenyl]-hex-3-enyl}-carbamic acid ethyl ester
CAS No.:181648-48-6
Molecular Formula:C₂₁H₃₄ClNO₃Si
Molecular Weight:412.044
Hs Code.:

Synonyms:{(E)-6-[5-(tert-Butyl-dimethyl-silanyloxy)-2-chloro-phenyl]-hex-3-enyl}-carbamic acid ethyl ester

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Chemical Property of {(E)-6-[5-(tert-Butyl-dimethyl-silanyloxy)-2-chloro-phenyl]-hex-3-enyl}-carbamic acid ethyl ester

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Technology Process of {(E)-6-[5-(tert-Butyl-dimethyl-silanyloxy)-2-chloro-phenyl]-hex-3-enyl}-carbamic acid ethyl ester

There total 10 articles about {(E)-6-[5-(tert-Butyl-dimethyl-silanyloxy)-2-chloro-phenyl]-hex-3-enyl}-carbamic acid ethyl 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:

: 59-50-7
4-Chloro-3-methylphenol

: 181648-48-6
{(E)-6-[5-(tert-Butyl-dimethyl-silanyloxy)-2-chloro-phenyl]-hex-3-enyl}-carbamic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / imidazole / dimethylformamide

2: 66 percent / NBS, benzoyl peroxide / CCl₄ / 2 h / Heating

3: 1.) LDA / 1.) THF, -78 deg C, 10 min, 2.) THF, -35 deg C, 3 h

4: 94 percent / LiAlH₄ / diethyl ether / 1.5 h

5: 100 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 - 25 °C

6: 95 percent / tetrahydrofuran / 2 h

7: 96 percent / propionic acid / 1.) reflux, 1 h, 2.) 160 deg C, 1 h

8: 1.) KOH, 2.) imidazole / 1.) MeOH, H₂O, room temperature, 4 h, 2.) DMF, 25 deg C, overnight

9: 1.) Et₃N, (PhO)2P(O)N₃ / 1.) dioxane, room temperature, 30 min; reflux, 40 min, 2.) reflux, overnight

With 1H-imidazole; potassium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; Perbenzoic acid; oxalyl dichloride; diphenyl phosphoryl azide; dimethyl sulfoxide; propionic acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo960673t

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 181648-48-6
{(E)-6-[5-(tert-Butyl-dimethyl-silanyloxy)-2-chloro-phenyl]-hex-3-enyl}-carbamic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / imidazole / dimethylformamide

2: 66 percent / NBS, benzoyl peroxide / CCl₄ / 2 h / Heating

3: 1.) LDA / 1.) THF, -78 deg C, 10 min, 2.) THF, -35 deg C, 3 h

4: 94 percent / LiAlH₄ / diethyl ether / 1.5 h

5: 100 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 - 25 °C

6: 95 percent / tetrahydrofuran / 2 h

7: 96 percent / propionic acid / 1.) reflux, 1 h, 2.) 160 deg C, 1 h

8: 1.) KOH, 2.) imidazole / 1.) MeOH, H₂O, room temperature, 4 h, 2.) DMF, 25 deg C, overnight

9: 1.) Et₃N, (PhO)2P(O)N₃ / 1.) dioxane, room temperature, 30 min; reflux, 40 min, 2.) reflux, overnight

With 1H-imidazole; potassium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; Perbenzoic acid; oxalyl dichloride; diphenyl phosphoryl azide; dimethyl sulfoxide; propionic acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo960673t

Reference yield:

: 181648-42-0
tert-butyl-(4-chloro-3-methyl-phenoxy)-dimethyl-silane

: 181648-48-6
{(E)-6-[5-(tert-Butyl-dimethyl-silanyloxy)-2-chloro-phenyl]-hex-3-enyl}-carbamic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 66 percent / NBS, benzoyl peroxide / CCl₄ / 2 h / Heating

2: 1.) LDA / 1.) THF, -78 deg C, 10 min, 2.) THF, -35 deg C, 3 h

3: 94 percent / LiAlH₄ / diethyl ether / 1.5 h

4: 100 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 - 25 °C

5: 95 percent / tetrahydrofuran / 2 h

6: 96 percent / propionic acid / 1.) reflux, 1 h, 2.) 160 deg C, 1 h

7: 1.) KOH, 2.) imidazole / 1.) MeOH, H₂O, room temperature, 4 h, 2.) DMF, 25 deg C, overnight

8: 1.) Et₃N, (PhO)2P(O)N₃ / 1.) dioxane, room temperature, 30 min; reflux, 40 min, 2.) reflux, overnight

With 1H-imidazole; potassium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; Perbenzoic acid; oxalyl dichloride; diphenyl phosphoryl azide; dimethyl sulfoxide; propionic acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; tetrachloromethane; diethyl ether; dichloromethane;
DOI:10.1021/jo960673t