(E)-(2R,4S)-10-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-dec-7-en-5-yn-4-ol

Base Information

Chemical Name:(E)-(2R,4S)-10-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-dec-7-en-5-yn-4-ol
CAS No.:185030-55-1
Molecular Formula:C₂₄H₃₈O₄Si
Molecular Weight:418.649
Hs Code.:

Synonyms:(E)-(2R,4S)-10-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-dec-7-en-5-yn-4-ol

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Chemical Property of (E)-(2R,4S)-10-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-dec-7-en-5-yn-4-ol

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Technology Process of (E)-(2R,4S)-10-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-dec-7-en-5-yn-4-ol

There total 5 articles about (E)-(2R,4S)-10-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-dec-7-en-5-yn-4-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: 84.0%

: 108330-00-3
(E)-4-<(tert-butyldimethylsilyl)oxy>-1-iodo-1-butene

: 185030-54-0
(3S,5R)-5-(4-Methoxy-benzyloxy)-hex-1-yn-3-ol

: 185030-55-1
(E)-(2R,4S)-10-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-dec-7-en-5-yn-4-ol

Guidance literature:: With propylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; for 4h; Ambient temperature;
DOI:10.1021/jo961686+

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 185030-55-1
(E)-(2R,4S)-10-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-dec-7-en-5-yn-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 74 percent / PPTS / CH₂Cl₂; cyclohexane / 24 h / Ambient temperature

2: 90 percent / DIBAL / CH₂Cl₂; hexane / 0.33 h / -78 °C

3: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 30 min, 2.) THF, -78 deg C, 40 min; room temperature, 30 min

4: 99 percent / TBAF / tetrahydrofuran / 0.25 h / Ambient temperature

5: 84 percent / Pd(PPh₃)4, CuI, n-PrNH₂ / benzene / 4 h / Ambient temperature

With propylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; cyclohexane; benzene;
DOI:10.1021/jo961686+

Reference yield:

: 155581-28-5
(R)-3-((4-methoxybenzyl)oxy)-1-butanal

: 185030-55-1
(E)-(2R,4S)-10-(tert-Butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-dec-7-en-5-yn-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 30 min, 2.) THF, -78 deg C, 40 min; room temperature, 30 min

2: 99 percent / TBAF / tetrahydrofuran / 0.25 h / Ambient temperature

3: 84 percent / Pd(PPh₃)4, CuI, n-PrNH₂ / benzene / 4 h / Ambient temperature

With propylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; tetrabutyl ammonium fluoride; In tetrahydrofuran; benzene;
DOI:10.1021/jo961686+