(2R,3R,4E,6S,7R,8E)-3-<(tert-Butyldimethylsilyl)oxy>-N,7-dimethoxy-9-phenyl-N,2,4,6-tetramethyl-4,8-nonadienamide

Base Information

Chemical Name:(2R,3R,4E,6S,7R,8E)-3-<(tert-Butyldimethylsilyl)oxy>-N,7-dimethoxy-9-phenyl-N,2,4,6-tetramethyl-4,8-nonadienamide
CAS No.:138694-23-2
Molecular Formula:C₂₇H₄₅NO₄Si
Molecular Weight:475.744
Hs Code.:

Synonyms:(2R,3R,4E,6S,7R,8E)-3-<(tert-Butyldimethylsilyl)oxy>-N,7-dimethoxy-9-phenyl-N,2,4,6-tetramethyl-4,8-nonadienamide

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Chemical Property of (2R,3R,4E,6S,7R,8E)-3-<(tert-Butyldimethylsilyl)oxy>-N,7-dimethoxy-9-phenyl-N,2,4,6-tetramethyl-4,8-nonadienamide

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Technology Process of (2R,3R,4E,6S,7R,8E)-3-<(tert-Butyldimethylsilyl)oxy>-N,7-dimethoxy-9-phenyl-N,2,4,6-tetramethyl-4,8-nonadienamide

There total 9 articles about (2R,3R,4E,6S,7R,8E)-3-<(tert-Butyldimethylsilyl)oxy>-N,7-dimethoxy-9-phenyl-N,2,4,6-tetramethyl-4,8-nonadienamide 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 138694-22-1
(2R,3R,4E,6S,7R,8E)-N,7-Dimethoxy-3-hydroxy-9-phenyl-N,2,4,6-tetramethyl-4,8-nonadienamide

: 138694-23-2
(2R,3R,4E,6S,7R,8E)-3-<(tert-Butyldimethylsilyl)oxy>-N,7-dimethoxy-9-phenyl-N,2,4,6-tetramethyl-4,8-nonadienamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃;
DOI:10.1021/jo00030a006

Reference yield:

: 138694-19-6
(2R,3R,4E)-3-Methoxy-2-methyl-5-phenyl-4-pentenal

: 138694-23-2
(2R,3R,4E,6S,7R,8E)-3-<(tert-Butyldimethylsilyl)oxy>-N,7-dimethoxy-9-phenyl-N,2,4,6-tetramethyl-4,8-nonadienamide

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / toluene / 9 h / Heating

2: 90 percent / DIBAL-H / CH₂Cl₂; toluene / 1 h / -78 °C

3: 1) (COCl)2, DMSO, 2) Et₃N / 1) CH₂Cl₂, 20 min, -60 deg C, 2) 2h 15 min, -60 deg C

5: 1) Me₃Al / 1) CH₂Cl₂, toluene, 30 min, r.t., 2) CH₂Cl₂, 18 h, -20 deg C

6: 91 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

With 1H-imidazole; oxalyl dichloride; trimethylaluminum; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00054a035

Reference yield:

: 138694-33-4
(2E,4S,5R,6E)-5-Methoxy-2,4-dimethyl-7-phenyl-2,6-heptadien-1-al

: 138694-23-2
(2R,3R,4E,6S,7R,8E)-3-<(tert-Butyldimethylsilyl)oxy>-N,7-dimethoxy-9-phenyl-N,2,4,6-tetramethyl-4,8-nonadienamide

Guidance literature:: Multi-step reaction with 3 steps

2: 1) Me₃Al / 1) CH₂Cl₂, toluene, 30 min, r.t., 2) CH₂Cl₂, 18 h, -20 deg C

3: 91 percent / imidazole / dimethylformamide / 18 h / Ambient temperature

With 1H-imidazole; trimethylaluminum; In N,N-dimethyl-formamide;
DOI:10.1021/jo00054a035