(E)-(7R,9S,10R)-3-[9-(tert-butyldiphenylsilanyloxy)-10-methyl-5-oxo-4-(triisopropylsilanyloxy)-7,8,9,10,11,14-hexahydro-5H-6-oxabenzocyclododecen-7-yl]propionitrile

Base Information

Chemical Name:(E)-(7R,9S,10R)-3-[9-(tert-butyldiphenylsilanyloxy)-10-methyl-5-oxo-4-(triisopropylsilanyloxy)-7,8,9,10,11,14-hexahydro-5H-6-oxabenzocyclododecen-7-yl]propionitrile
CAS No.:642486-87-1
Molecular Formula:C₄₄H₆₁NO₄Si₂
Molecular Weight:724.144
Hs Code.:

(E)-(7R,9S,10R)-3-[9-(tert-butyldiphenylsilanyloxy)-10-methyl-5-oxo-4-(triisopropylsilanyloxy)-7,8,9,10,11,14-hexahydro-5H-6-oxabenzocyclododecen-7-yl]propionitrile

Synonyms:(E)-(7R,9S,10R)-3-[9-(tert-butyldiphenylsilanyloxy)-10-methyl-5-oxo-4-(triisopropylsilanyloxy)-7,8,9,10,11,14-hexahydro-5H-6-oxabenzocyclododecen-7-yl]propionitrile

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Chemical Property of (E)-(7R,9S,10R)-3-[9-(tert-butyldiphenylsilanyloxy)-10-methyl-5-oxo-4-(triisopropylsilanyloxy)-7,8,9,10,11,14-hexahydro-5H-6-oxabenzocyclododecen-7-yl]propionitrile

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Technology Process of (E)-(7R,9S,10R)-3-[9-(tert-butyldiphenylsilanyloxy)-10-methyl-5-oxo-4-(triisopropylsilanyloxy)-7,8,9,10,11,14-hexahydro-5H-6-oxabenzocyclododecen-7-yl]propionitrile

There total 8 articles about (E)-(7R,9S,10R)-3-[9-(tert-butyldiphenylsilanyloxy)-10-methyl-5-oxo-4-(triisopropylsilanyloxy)-7,8,9,10,11,14-hexahydro-5H-6-oxabenzocyclododecen-7-yl]propionitrile 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: 91.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 642486-86-0
(E)-(7R,9S,10R)-3-[9-(tert-butyldiphenylsilanyloxy)-4-hydroxy-10-methyl-5-oxo-7,8,9,10,11,14-hexahydro-5H-6-oxabenzocyclododecen-7-yl]propionitrile

: 642486-87-1
(E)-(7R,9S,10R)-3-[9-(tert-butyldiphenylsilanyloxy)-10-methyl-5-oxo-4-(triisopropylsilanyloxy)-7,8,9,10,11,14-hexahydro-5H-6-oxabenzocyclododecen-7-yl]propionitrile

Guidance literature:: With 2,6-dimethylpyridine; In N,N-dimethyl-formamide; at 80 ℃; for 15h;
DOI:10.1021/jo0301550

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 642486-87-1
(E)-(7R,9S,10R)-3-[9-(tert-butyldiphenylsilanyloxy)-10-methyl-5-oxo-4-(triisopropylsilanyloxy)-7,8,9,10,11,14-hexahydro-5H-6-oxabenzocyclododecen-7-yl]propionitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / imidazole; DMAP / dimethylformamide / 24 h / 100 °C

2: 91 percent / 2,6-lutidine / dimethylformamide / 15 h / 80 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; In N,N-dimethyl-formamide;
DOI:10.1021/jo0301550

Reference yield:

: (7S,9S,10R)-3-(4,9-dihydroxy-10-methyl-5-oxo-7,8,9,10,11,14-hexahydro-5H-6-oxabenzocyclododecen-7-yl)acrylonitrile

: 642486-87-1
(E)-(7R,9S,10R)-3-[9-(tert-butyldiphenylsilanyloxy)-10-methyl-5-oxo-4-(triisopropylsilanyloxy)-7,8,9,10,11,14-hexahydro-5H-6-oxabenzocyclododecen-7-yl]propionitrile

Guidance literature:: Multi-step reaction with 3 steps

1: [Ph₃PCuH]6 / benzene / 0 - 20 °C

2: 54 percent / imidazole; DMAP / dimethylformamide / 24 h / 100 °C

3: 91 percent / 2,6-lutidine / dimethylformamide / 15 h / 80 °C

With 1H-imidazole; 2,6-dimethylpyridine; dmap; [Ph₃PCuH]6; In N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo0301550