(E)-(2S,3R)-6-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-hepta-4,6-dien-1-ol

Base Information

Chemical Name:(E)-(2S,3R)-6-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-hepta-4,6-dien-1-ol
CAS No.:241155-47-5
Molecular Formula:C₂₉H₄₂O₅Si
Molecular Weight:498.735
Hs Code.:

Synonyms:(E)-(2S,3R)-6-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-hepta-4,6-dien-1-ol

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Chemical Property of (E)-(2S,3R)-6-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-hepta-4,6-dien-1-ol

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Technology Process of (E)-(2S,3R)-6-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-hepta-4,6-dien-1-ol

There total 11 articles about (E)-(2S,3R)-6-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-hepta-4,6-dien-1-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: 99.0%

: 241155-46-4
{(E)-(R)-4-Benzyloxymethyl-1-[(S)-1-(4-methoxy-benzyloxy)-2-trityloxy-ethyl]-penta-2,4-dienyloxy}-tert-butyl-dimethyl-silane

: 241155-47-5
(E)-(2S,3R)-6-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-hepta-4,6-dien-1-ol

Guidance literature:: With diethylaluminium chloride; In dichloromethane; at -78 ℃; for 0.75h;
DOI:10.1055/s-1999-2743

Reference yield:

: 19810-31-2
Benzyloxyacetyl chloride

: 241155-47-5
(E)-(2S,3R)-6-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-hepta-4,6-dien-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / n-BuLi / tetrahydrofuran / -78 - 50 °C

2: LiCl, i-Pr₂NEt / acetonitrile / 30 h / Ambient temperature

3: 79 percent / n-BuLi / 12 h / -20 - 20 °C

4: 99 percent / Et₂AlCl / CH₂Cl₂ / 0.75 h / -78 °C

With n-butyllithium; diethylaluminium chloride; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1055/s-1999-2743

Reference yield:

: 30379-55-6
benzyloxyacetic acid

: 241155-47-5
(E)-(2S,3R)-6-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-hepta-4,6-dien-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: SOCl₂ / methanol / 12 h / -20 - 20 °C

2: 96 percent / n-BuLi / tetrahydrofuran / -78 - 50 °C

3: LiCl, i-Pr₂NEt / acetonitrile / 30 h / Ambient temperature

4: 79 percent / n-BuLi / 12 h / -20 - 20 °C

5: 99 percent / Et₂AlCl / CH₂Cl₂ / 0.75 h / -78 °C

With n-butyllithium; thionyl chloride; diethylaluminium chloride; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1055/s-1999-2743