tert-Butyl-[(Z)-(1R,3S)-6-iodo-3-(4-methoxy-benzyloxy)-2,2-dimethyl-1-((E)-propenyl)-hex-5-enyloxy]-dimethyl-silane

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Chemical Name:tert-Butyl-[(Z)-(1R,3S)-6-iodo-3-(4-methoxy-benzyloxy)-2,2-dimethyl-1-((E)-propenyl)-hex-5-enyloxy]-dimethyl-silane
CAS No.:365217-80-7
Molecular Formula:C₂₅H₄₁IO₃Si
Molecular Weight:544.589
Hs Code.:

Synonyms:tert-Butyl-[(Z)-(1R,3S)-6-iodo-3-(4-methoxy-benzyloxy)-2,2-dimethyl-1-((E)-propenyl)-hex-5-enyloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(Z)-(1R,3S)-6-iodo-3-(4-methoxy-benzyloxy)-2,2-dimethyl-1-((E)-propenyl)-hex-5-enyloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(Z)-(1R,3S)-6-iodo-3-(4-methoxy-benzyloxy)-2,2-dimethyl-1-((E)-propenyl)-hex-5-enyloxy]-dimethyl-silane

There total 6 articles about tert-Butyl-[(Z)-(1R,3S)-6-iodo-3-(4-methoxy-benzyloxy)-2,2-dimethyl-1-((E)-propenyl)-hex-5-enyloxy]-dimethyl-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: 78.0%

: 3020-28-8
(iodomethyl)triphenylphosphonium iodide

: 365217-63-6
(E)-(3S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-oct-6-enal

: 365217-80-7
tert-Butyl-[(Z)-(1R,3S)-6-iodo-3-(4-methoxy-benzyloxy)-2,2-dimethyl-1-((E)-propenyl)-hex-5-enyloxy]-dimethyl-silane

Guidance literature:: (iodomethyl)triphenylphosphonium iodide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 0.5h;

(E)-(3S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-oct-6-enal; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; at -78 ℃; for 3h; Further stages.;
DOI:10.1021/jo010249e

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 365217-80-7
tert-Butyl-[(Z)-(1R,3S)-6-iodo-3-(4-methoxy-benzyloxy)-2,2-dimethyl-1-((E)-propenyl)-hex-5-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1.6 g / PPTS / CH₂Cl₂ / 12 h

2.1: 90 percent / DIBAL / CH₂Cl₂ / 1.33 h / -78 - 0 °C

3.1: 90 percent / Dess-Martin periodinane; pyridine; t-BuOH / CH₂Cl₂ / 1 h / 20 °C

4.1: NaHMDS / tetrahydrofuran / 0.5 h / 20 °C

4.2: 78 percent / HMPA / tetrahydrofuran / 3 h / -78 °C

With pyridine; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; tert-butyl alcohol; In tetrahydrofuran; dichloromethane; 3.1: Dess-Martin oxidation / 4.2: Wittig reaction;
DOI:10.1021/jo010249e

Reference yield:

: {3-[(E)-(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dimethyl-pent-3-enyl]-oxiranyl}-methanol

: 365217-80-7
tert-Butyl-[(Z)-(1R,3S)-6-iodo-3-(4-methoxy-benzyloxy)-2,2-dimethyl-1-((E)-propenyl)-hex-5-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 77 percent / Red-Al / tetrahydrofuran; toluene / 60 h / -20 - 0 °C

2.1: 1.6 g / PPTS / CH₂Cl₂ / 12 h

3.1: 90 percent / DIBAL / CH₂Cl₂ / 1.33 h / -78 - 0 °C

4.1: 90 percent / Dess-Martin periodinane; pyridine; t-BuOH / CH₂Cl₂ / 1 h / 20 °C

5.1: NaHMDS / tetrahydrofuran / 0.5 h / 20 °C

5.2: 78 percent / HMPA / tetrahydrofuran / 3 h / -78 °C

With pyridine; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; Dess-Martin periodane; sodium bis(2-methoxyethoxy)aluminium dihydride; tert-butyl alcohol; In tetrahydrofuran; dichloromethane; toluene; 4.1: Dess-Martin oxidation / 5.2: Wittig reaction;
DOI:10.1021/jo010249e