1-{(Z)-(1S,2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,4-dimethyl-octa-5,7-dienyloxymethyl}-4-methoxy-benzene

Base Information

Chemical Name:1-{(Z)-(1S,2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,4-dimethyl-octa-5,7-dienyloxymethyl}-4-methoxy-benzene
CAS No.:623926-48-7
Molecular Formula:C₃₃H₆₀O₄Si₂
Molecular Weight:577.008
Hs Code.:

1-{(Z)-(1S,2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,4-dimethyl-octa-5,7-dienyloxymethyl}-4-methoxy-benzene

Synonyms:1-{(Z)-(1S,2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,4-dimethyl-octa-5,7-dienyloxymethyl}-4-methoxy-benzene

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Chemical Property of 1-{(Z)-(1S,2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,4-dimethyl-octa-5,7-dienyloxymethyl}-4-methoxy-benzene

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Technology Process of 1-{(Z)-(1S,2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,4-dimethyl-octa-5,7-dienyloxymethyl}-4-methoxy-benzene

There total 4 articles about 1-{(Z)-(1S,2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,4-dimethyl-octa-5,7-dienyloxymethyl}-4-methoxy-benzene 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:

: (5S,6S,7S,8S)-6,11-Bis-(tert-butyl-dimethyl-silanyloxy)-8-(4-methoxy-benzyloxy)-5,7-dimethyl-undec-1-en-4-ol

: 623926-48-7
1-{(Z)-(1S,2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,4-dimethyl-octa-5,7-dienyloxymethyl}-4-methoxy-benzene

: 1-{(E)-(1S,2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,4-dimethyl-octa-5,7-dienyloxymethyl}-4-methoxy-benzene

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1016/S0968-0896(03)00186-X

Reference yield:

: 623926-29-4
(2R,3S,4S)-3-(tert-butyldimethylsilanyloxy)-2,4-dimethylhex-5-enal

: 623926-48-7
1-{(Z)-(1S,2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,4-dimethyl-octa-5,7-dienyloxymethyl}-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 5 steps

1.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 1 h / 20 °C

1.2: 950 mg / tetrahydrofuran / 10 h / 20 °C

2.1: 65 percent / trifllic acid / diethyl ether / -10 - 20 °C

3.1: ozone; pyridine / methanol; CH₂Cl₂ / -78 °C

3.2: dimethyl sulfide / methanol; CH₂Cl₂

4.1: CrCl₂ / tetrahydrofuran / 16 h / 20 °C

5.1: NaH / tetrahydrofuran / 0 - 20 °C

With pyridine; chromium dichloride; trifluorormethanesulfonic acid; sodium hydride; ozone; magnesium; ethylene dibromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1.2: Grignard reaction / 4.1: Nozaki-Hiyama reaction;
DOI:10.1016/S0968-0896(03)00186-X

Reference yield:

: 623926-28-3
(2S,3S,4S)-3-(tert-butyldimethylsilanyloxy)-2,4-dimethylhex-5-en-1-ol

: 623926-48-7
1-{(Z)-(1S,2S,3S,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2,4-dimethyl-octa-5,7-dienyloxymethyl}-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 6 steps

1.1: Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

2.1: Mg; 1,2-dibromoethane / tetrahydrofuran / 1 h / 20 °C

2.2: 950 mg / tetrahydrofuran / 10 h / 20 °C

3.1: 65 percent / trifllic acid / diethyl ether / -10 - 20 °C

4.1: ozone; pyridine / methanol; CH₂Cl₂ / -78 °C

4.2: dimethyl sulfide / methanol; CH₂Cl₂

5.1: CrCl₂ / tetrahydrofuran / 16 h / 20 °C

6.1: NaH / tetrahydrofuran / 0 - 20 °C

With pyridine; chromium dichloride; trifluorormethanesulfonic acid; sodium hydride; Dess-Martin periodane; ozone; magnesium; ethylene dibromide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 1.1: Dess-Martin oxidation / 2.2: Grignard reaction / 5.1: Nozaki-Hiyama reaction;
DOI:10.1016/S0968-0896(03)00186-X