(1R,2R)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-ol

Base Information

Chemical Name:(1R,2R)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-ol
CAS No.:1006380-56-8
Molecular Formula:C₄₇H₆₀O₄Si₂
Molecular Weight:745.162
Hs Code.:

(1R,2R)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-ol

Synonyms:(1R,2R)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-ol

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Chemical Property of (1R,2R)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-ol

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Technology Process of (1R,2R)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-ol

There total 12 articles about (1R,2R)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-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: 49.0%

: 1006380-52-4
(1S,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-enecarbaldehyde

: C₂₁H₂₇BrOSi

: 1006380-56-8
(1R,2R)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-ol

: 1006380-54-6
(1S,2S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-ol

: 1006380-55-7
(1R,2S)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-ol

Guidance literature:: With chromium dichloride; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/chem.201200257

Reference yield:

: 1006380-45-5
(1S,2S,5S,6R)-5,6-bis((benzyloxy)methyl)-2-((dimethyl(phenyl)silyl)methyl)cyclohex-3-enol

: 1006380-56-8
(1R,2R)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: naphthalene; lithium / tetrahydrofuran / 2 h / -20 °C / Inert atmosphere

2.1: camphor-10-sulfonic acid / benzene / 3 h / Inert atmosphere; Reflux

3.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.25 h / Inert atmosphere

4.1: cerium(III) chloride / tetrahydrofuran; pentane / 1.25 h / -78 °C / Inert atmosphere

4.2: -30 °C / Inert atmosphere

5.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide; toluene / 60 °C / Inert atmosphere

6.1: diisobutylaluminium hydride / dichloromethane; toluene / 4 h / 0 °C / Inert atmosphere

7.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.5 h / Inert atmosphere

8.1: chromium dichloride / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With chromium dichloride; cerium(III) chloride; naphthalene; camphor-10-sulfonic acid; sodium hexamethyldisilazane; lithium; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; pentane; benzene; 8.1: Hiyama-Nozaki-Kishi reaction;
DOI:10.1002/chem.201200257

Reference yield:

: 1006380-46-6
((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-hydroxycyclohex-3-ene-1,2-diyl)dimethanol

: 1006380-56-8
(1R,2R)-2-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-1-((1R,2S,5S,6S)-5-((dimethyl(phenyl)silyl)methyl)-6-((4-methoxybenzyl)oxy)-2-vinylcyclohex-3-en-1-yl)but-3-en-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: camphor-10-sulfonic acid / benzene / 3 h / Inert atmosphere; Reflux

2.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.25 h / Inert atmosphere

3.1: cerium(III) chloride / tetrahydrofuran; pentane / 1.25 h / -78 °C / Inert atmosphere

3.2: -30 °C / Inert atmosphere

4.1: sodium hexamethyldisilazane / tetrahydrofuran; N,N-dimethyl-formamide; toluene / 60 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane; toluene / 4 h / 0 °C / Inert atmosphere

6.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.5 h / Inert atmosphere

7.1: chromium dichloride / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With chromium dichloride; cerium(III) chloride; camphor-10-sulfonic acid; sodium hexamethyldisilazane; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; pentane; benzene; 7.1: Hiyama-Nozaki-Kishi reaction;
DOI:10.1002/chem.201200257