(S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-16-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-14-((triethylsilyl)oxy)hexadecanamide

Base Information

Chemical Name:(S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-16-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-14-((triethylsilyl)oxy)hexadecanamide
CAS No.:1327254-74-9
Molecular Formula:C₆₄H₁₀₀N₂O₇Si
Molecular Weight:1037.59
Hs Code.:

(S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-16-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-14-((triethylsilyl)oxy)hexadecanamide

Synonyms:(S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-16-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-14-((triethylsilyl)oxy)hexadecanamide

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Chemical Property of (S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-16-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-14-((triethylsilyl)oxy)hexadecanamide

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Technology Process of (S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-16-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-14-((triethylsilyl)oxy)hexadecanamide

There total 14 articles about (S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-16-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-14-((triethylsilyl)oxy)hexadecanamide 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:

: 949463-53-0
(3S,11bS)-3-amino-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

: C₃₇H₇₄O₅Si

: 1327254-74-9
(S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-16-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-14-((triethylsilyl)oxy)hexadecanamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 20h;
DOI:10.1016/j.tet.2011.06.023

Reference yield:

: 1327254-65-8
methyl (R)-5-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-3-((triethylsilyl)oxy)pentanoate

: 1327254-74-9
(S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-16-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-14-((triethylsilyl)oxy)hexadecanamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / hexane; dichloromethane / 0.5 h / -78 °C

2.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 1 h / -78 - 0 °C

2.2: -78 - 20 °C

3.1: 2,6-dimethylpyridine; palladium 10% on activated carbon; hydrogen / ethanol / 3 h / 7600.51 Torr

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 h / 20 °C

With 2,6-dimethylpyridine; palladium 10% on activated carbon; hydrogen; potassium hexamethylsilazane; diisobutylaluminium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane; toluene; 2.2: Wittig reaction;
DOI:10.1016/j.tet.2011.06.023

Reference yield:

: 949463-59-6
(-)-(3S,11bS)-3-(tert-butoxycarbonylamino)-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

: 1327254-74-9
(S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-16-((4S,5S)-5-decyl-2,2-dimethyl-1,3-dioxolan-4-yl)-14-((triethylsilyl)oxy)hexadecanamide

Guidance literature:: Multi-step reaction with 2 steps

1: hydrogenchloride / water; ethyl acetate / 0.5 h / 20 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 h / 20 °C

With hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; water; ethyl acetate;
DOI:10.1016/j.tet.2011.06.023