tert-Butyl-((2E,5Z)-(1S,4S)-1-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-((2E,5Z)-(1S,4S)-1-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane
CAS No.:856433-65-3
Molecular Formula:C₃₂H₅₄O₅Si
Molecular Weight:546.863
Hs Code.:

tert-Butyl-((2E,5Z)-(1S,4S)-1-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

Synonyms:tert-Butyl-((2E,5Z)-(1S,4S)-1-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

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Chemical Property of tert-Butyl-((2E,5Z)-(1S,4S)-1-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

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Technology Process of tert-Butyl-((2E,5Z)-(1S,4S)-1-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

There total 5 articles about tert-Butyl-((2E,5Z)-(1S,4S)-1-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-hepta-2,5-dienyloxy)-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: 75.0%

: (E)-(2R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-5-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enal

: 1530-32-1
ethyltriphenylphosphonium bromide

: 856433-65-3
tert-Butyl-((2E,5Z)-(1S,4S)-1-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -30 - 0 ℃; for 2h;
DOI:10.1021/ol050569a

Reference yield:

: 856433-62-0
(E)-(2R,5S)-5-Hydroxy-5-{(4R,5R)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-enoic acid ethyl ester

: 856433-65-3
tert-Butyl-((2E,5Z)-(1S,4S)-1-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / imidazole / dimethylformamide / 4.5 h / 80 °C

2: 99 percent / DIBAL / tetrahydrofuran; hexane / 0.5 h / 0 °C

3: Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

4: 75 percent / KHMDS / tetrahydrofuran; toluene / 2 h / -30 - 0 °C

With 1H-imidazole; potassium hexamethylsilazane; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 3: Dess-Martin oxidation / 4: Wittig reaction;
DOI:10.1021/ol050569a

Reference yield:

: 856433-64-2
(E)-(2R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-5-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-pent-3-en-1-ol

: 856433-65-3
tert-Butyl-((2E,5Z)-(1S,4S)-1-{(4R,5S)-4-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2,4-dimethyl-hepta-2,5-dienyloxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

2: 75 percent / KHMDS / tetrahydrofuran; toluene / 2 h / -30 - 0 °C

With potassium hexamethylsilazane; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; toluene; 1: Dess-Martin oxidation / 2: Wittig reaction;
DOI:10.1021/ol050569a