(S,6Z,8E)-11-benzyloxy-7-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)undeca-6,8-dienyl acetate

Base Information

Chemical Name:(S,6Z,8E)-11-benzyloxy-7-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)undeca-6,8-dienyl acetate
CAS No.:1007401-52-6
Molecular Formula:C₂₈H₄₆O₆Si
Molecular Weight:506.755
Hs Code.:

Synonyms:(S,6Z,8E)-11-benzyloxy-7-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)undeca-6,8-dienyl acetate

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Chemical Property of (S,6Z,8E)-11-benzyloxy-7-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)undeca-6,8-dienyl acetate

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Technology Process of (S,6Z,8E)-11-benzyloxy-7-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)undeca-6,8-dienyl acetate

There total 11 articles about (S,6Z,8E)-11-benzyloxy-7-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)undeca-6,8-dienyl acetate 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: 62.0%

: 1007401-58-2
(S,E)-11-benzyloxy-5-methoxymethoxy-7-oxoundec-8-enyl acetate

: 69739-34-0
t-butyldimethylsiyl triflate

: 1007401-52-6
(S,6Z,8E)-11-benzyloxy-7-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)undeca-6,8-dienyl acetate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.3390/12020194

Reference yield:

: 1007401-51-5
(S,E)-1-benzyloxy-11-hydroxy-7-(methoxymethoxy)undec-3-en-5-one

: 1007401-52-6
(S,6Z,8E)-11-benzyloxy-7-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)undeca-6,8-dienyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / pyridine / 20 °C

2: 62 percent / LDA / tetrahydrofuran / 0.5 h / -78 °C

With pyridine; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.3390/12020194

Reference yield:

: 1007401-57-1
11-benzyloxy-5-methoxymethoxy-undec-8-ene-1,7-diol

: 1007401-52-6
(S,6Z,8E)-11-benzyloxy-7-(tert-butyldimethylsilyloxy)-5-(methoxymethoxy)undeca-6,8-dienyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / MnO₂; O₂ / CH₂Cl₂ / 12 h / 20 °C

2: 99 percent / pyridine / 20 °C

3: 62 percent / LDA / tetrahydrofuran / 0.5 h / -78 °C

With pyridine; manganese(IV) oxide; oxygen; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.3390/12020194