[2E,5S]-5-(tert-butyldimethylsiloxy)-7-(triphenylmethyloxy)-[N-methoxy-N-methyl]-2-heptenamide

Base Information

Chemical Name:[2E,5S]-5-(tert-butyldimethylsiloxy)-7-(triphenylmethyloxy)-[N-methoxy-N-methyl]-2-heptenamide
CAS No.:203454-37-9
Molecular Formula:C₃₄H₄₅NO₄Si
Molecular Weight:559.821
Hs Code.:

Synonyms:[2E,5S]-5-(tert-butyldimethylsiloxy)-7-(triphenylmethyloxy)-[N-methoxy-N-methyl]-2-heptenamide

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Chemical Property of [2E,5S]-5-(tert-butyldimethylsiloxy)-7-(triphenylmethyloxy)-[N-methoxy-N-methyl]-2-heptenamide

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Technology Process of [2E,5S]-5-(tert-butyldimethylsiloxy)-7-(triphenylmethyloxy)-[N-methoxy-N-methyl]-2-heptenamide

There total 6 articles about [2E,5S]-5-(tert-butyldimethylsiloxy)-7-(triphenylmethyloxy)-[N-methoxy-N-methyl]-2-heptenamide 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: 94.0%

: 203454-35-7
(3S)-3-(tert-butyldimethylsiloxy)-5-triphenylmethyloxypentanal

: N-methoxy-N-methyl-(triphenylphosphoranylidene)acetamide

: 203454-37-9
[2E,5S]-5-(tert-butyldimethylsiloxy)-7-(triphenylmethyloxy)-[N-methoxy-N-methyl]-2-heptenamide

Guidance literature:: In dichloromethane; at 20 ℃; for 12h;
DOI:10.1016/S0040-4020(99)00438-X

Reference yield: 94.0%

: 129986-67-0
N-methoxy-N-methyl-2-(triphenylphosphoranylidene)acetamide

: 203454-35-7
(3S)-3-(tert-butyldimethylsiloxy)-5-triphenylmethyloxypentanal

: 203454-37-9
[2E,5S]-5-(tert-butyldimethylsiloxy)-7-(triphenylmethyloxy)-[N-methoxy-N-methyl]-2-heptenamide

Guidance literature:: In dichloromethane;
DOI:10.1002/anie.199727381

Reference yield:

: 139278-28-7
(S)-1-(2-naphthyl)ethyl (3S)-5-hydroxy-3-(tert-butyldimethylsiloxy)pentanoate

: 203454-37-9
[2E,5S]-5-(tert-butyldimethylsiloxy)-7-(triphenylmethyloxy)-[N-methoxy-N-methyl]-2-heptenamide

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / triethylamine / CH₂Cl₂ / 12 h / 20 °C

2: 89 percent / DIBAlH / toluene / 2 h / -78 °C

3: 94 percent / CH₂Cl₂ / 12 h / 20 °C

With diisobutylaluminium hydride; triethylamine; In dichloromethane; toluene; 1: Substitution / 2: Reduction / 3: Condensation;
DOI:10.1016/S0040-4020(99)00438-X