1-[(2R,3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enyloxymethyl]-4-methoxy-benzene

Base Information

Chemical Name:1-[(2R,3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enyloxymethyl]-4-methoxy-benzene
CAS No.:887751-33-9
Molecular Formula:C₂₈H₅₂O₄Si₂
Molecular Weight:508.889
Hs Code.:

Synonyms:1-[(2R,3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enyloxymethyl]-4-methoxy-benzene

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Chemical Property of 1-[(2R,3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enyloxymethyl]-4-methoxy-benzene

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Technology Process of 1-[(2R,3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enyloxymethyl]-4-methoxy-benzene

There total 5 articles about 1-[(2R,3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enyloxymethyl]-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:

: (3S,5S,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-6-methyl-hept-1-en-3-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 887751-33-9
1-[(2R,3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enyloxymethyl]-4-methoxy-benzene

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ja0609708

Reference yield:

: (E)-(5S,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-6-methyl-hept-2-enal

: 887751-33-9
1-[(2R,3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 460 mg / DIBAL-H / CH₂Cl₂ / -78 - 0 °C

2.1: (+)-diethyltartrate; Ti(i-PrO)4; tert-butyl hydrogen peroxide / CH₂Cl₂; toluene / 15 h / -20 °C

3.1: PPh₃; imidazole; I₂ / tetrahydrofuran; acetonitrile / 0.75 h / 0 °C

3.2: Zn / tetrahydrofuran; acetonitrile / 0.5 h / Heating

4.1: 464 mg / imidazole / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; iodine; diisobutylaluminium hydride; (+)-Weinsaeure-diethylester; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja0609708

Reference yield:

: 887751-34-0
(E)-(5S,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-6-methyl-hept-2-en-1-ol

: 887751-33-9
1-[(2R,3S,5S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hept-6-enyloxymethyl]-4-methoxy-benzene

Guidance literature:: Multi-step reaction with 3 steps

1.1: (+)-diethyltartrate; Ti(i-PrO)4; tert-butyl hydrogen peroxide / CH₂Cl₂; toluene / 15 h / -20 °C

2.1: PPh₃; imidazole; I₂ / tetrahydrofuran; acetonitrile / 0.75 h / 0 °C

2.2: Zn / tetrahydrofuran; acetonitrile / 0.5 h / Heating

3.1: 464 mg / imidazole / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; iodine; (+)-Weinsaeure-diethylester; triphenylphosphine; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja0609708