((3aR,4S,5R,7aS)-5-Azido-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-tert-butyl-diphenyl-silane

Base Information

Chemical Name:((3aR,4S,5R,7aS)-5-Azido-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-tert-butyl-diphenyl-silane
CAS No.:201340-24-1
Molecular Formula:C₂₅H₃₀ClN₃O₃Si
Molecular Weight:484.07
Hs Code.:

Synonyms:((3aR,4S,5R,7aS)-5-Azido-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-tert-butyl-diphenyl-silane

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Chemical Property of ((3aR,4S,5R,7aS)-5-Azido-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-tert-butyl-diphenyl-silane

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Technology Process of ((3aR,4S,5R,7aS)-5-Azido-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-tert-butyl-diphenyl-silane

There total 6 articles about ((3aR,4S,5R,7aS)-5-Azido-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-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: 85.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 170428-77-0
(3aS,4S,5R,7aS)-5-azido-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-4-ol

: 201340-24-1
((3aR,4S,5R,7aS)-5-Azido-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-tert-butyl-diphenyl-silane

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; 1.) reflux, 4 h, 2.) room temperature, 12 h;
DOI:10.1021/jo971335a

Reference yield:

: 161022-42-0
(3aS,5aS,6aS,6bS)-4-chloro-2,2-dimethyl-3a,5a,6a,6b-tetrahydrooxireno[e]-1,3-benzodioxole

: 201340-24-1
((3aR,4S,5R,7aS)-5-Azido-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / LiBr, ethyl acetoacetate / tetrahydrofuran / 35 °C

2: 76 percent / NaN₃ / dimethylformamide / 90 °C

3: 85 percent / imidazole / tetrahydrofuran / 1.) reflux, 4 h, 2.) room temperature, 12 h

With 1H-imidazole; sodium azide; ethyl acetoacetate; lithium bromide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo971335a

Reference yield:

: 127666-06-2
(3aS,7aS)-4-chloro-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole

: 201340-24-1
((3aR,4S,5R,7aS)-5-Azido-7-chloro-2,2-dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yloxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 30 percent / NBS / 1,2-dimethoxy-ethane; H₂O / 0 °C

2: 90 percent / NaN₃ / dimethylsulfoxide / 70 °C

3: 85 percent / imidazole / tetrahydrofuran / 1.) reflux, 4 h, 2.) room temperature, 12 h

With 1H-imidazole; N-Bromosuccinimide; sodium azide; In tetrahydrofuran; 1,2-dimethoxyethane; water; dimethyl sulfoxide;
DOI:10.1021/jo971335a