(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

Base Information

Chemical Name:(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
CAS No.:1547297-51-7
Molecular Formula:C₃₆H₅₇ClO₄SSi₂
Molecular Weight:677.536
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 3 articles about (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 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: 68.0%

: 842132-50-7
1,5-anhydro-2-deoxy-4,6-O-di-(tert-butyl)silanediyl-3-O-triisopropylsilyl-D-arabino-hex-1-enitolylboronic acid pinacol ester

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

: 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

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,2-dimethoxyethane; water; for 4h; Reflux;
DOI:10.1248/cpb.c13-00407

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

Reference yield:

: 4748-78-1
4-ethylbenzylaldehyde

: 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

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; diethyl ether / 1 h / -78 °C

1.2: 0.17 h

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

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

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