(4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-[4-chloro-5-(4-ethylbenzyl)-2-thienyl]-8-[(t r iisopropylsilyl) oxy]-hexahydropyrano[3,2-d][1,3,2] dioxasilin-7-ol

Base Information

Chemical Name:(4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-[4-chloro-5-(4-ethylbenzyl)-2-thienyl]-8-[(t r iisopropylsilyl) oxy]-hexahydropyrano[3,2-d][1,3,2] dioxasilin-7-ol
CAS No.:1547297-56-2
Molecular Formula:C₃₆H₅₉ClO₅SSi₂
Molecular Weight:695.551
Hs Code.:

Synonyms:(4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-[4-chloro-5-(4-ethylbenzyl)-2-thienyl]-8-[(t r iisopropylsilyl) oxy]-hexahydropyrano[3,2-d][1,3,2] dioxasilin-7-ol

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Chemical Property of (4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-[4-chloro-5-(4-ethylbenzyl)-2-thienyl]-8-[(t r iisopropylsilyl) oxy]-hexahydropyrano[3,2-d][1,3,2] dioxasilin-7-ol

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Technology Process of (4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-[4-chloro-5-(4-ethylbenzyl)-2-thienyl]-8-[(t r iisopropylsilyl) oxy]-hexahydropyrano[3,2-d][1,3,2] dioxasilin-7-ol

There total 5 articles about (4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-[4-chloro-5-(4-ethylbenzyl)-2-thienyl]-8-[(t r iisopropylsilyl) oxy]-hexahydropyrano[3,2-d][1,3,2] dioxasilin-7-ol 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: 46.0%

: 1547297-51-7
(4aR,8R,8aR)-2,2-di-tert-butyl-6-[4-chloro-5-(4-ethylbenzyl)-2-thienyl]-8-[(triisopropylsilyl)oxy]-4,4a,8,8atetrahydropyrano[3,2-d][1,3,2]dioxasiline

: 1547297-56-2
(4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-[4-chloro-5-(4-ethylbenzyl)-2-thienyl]-8-[(t r iisopropylsilyl) oxy]-hexahydropyrano[3,2-d][1,3,2] dioxasilin-7-ol

Guidance literature:: (4aR,8R,8aR)-2,2-di-tert-butyl-6-[4-chloro-5-(4-ethylbenzyl)-2-thienyl]-8-[(triisopropylsilyl)oxy]-4,4a,8,8atetrahydropyrano[3,2-d][1,3,2]dioxasiline; With borane-THF; In tetrahydrofuran; at 0 ℃;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 ℃;
DOI:10.1248/cpb.c13-00407

Reference yield:

: 842135-71-1
3-bromo-2-(4-ethylbenzyl)thiophene

: 1547297-56-2
(4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-[4-chloro-5-(4-ethylbenzyl)-2-thienyl]-8-[(t r iisopropylsilyl) oxy]-hexahydropyrano[3,2-d][1,3,2] dioxasilin-7-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 4 h / Reflux

2.1: borane-THF / tetrahydrofuran / 0 °C

2.2: 0 °C

With bis-triphenylphosphine-palladium(II) chloride; borane-THF; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water;
DOI:10.1248/cpb.c13-00407

Reference yield:

: 842135-70-0
(3-bromo-2-thienyl)(4-ethylphenyl)methanol

: 1547297-56-2
(4aR,6S,7S,8R,8aR)-2,2-di-tert-butyl-6-[4-chloro-5-(4-ethylbenzyl)-2-thienyl]-8-[(t r iisopropylsilyl) oxy]-hexahydropyrano[3,2-d][1,3,2] dioxasilin-7-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride; aluminum (III) chloride / diethyl ether / 18 h / 0 - 20 °C

2.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,2-dimethoxyethane; water / 4 h / Reflux

3.1: borane-THF / tetrahydrofuran / 0 °C

3.2: 0 °C

With aluminum (III) chloride; bis-triphenylphosphine-palladium(II) chloride; lithium aluminium tetrahydride; borane-THF; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; water;
DOI:10.1248/cpb.c13-00407