(14S,17S,18S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-14,17,18-trihydroxyoctacosanamide

Base Information

• Chemical Name: (14S,17S,18S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-14,17,18-trihydroxyoctacosanamide
• CAS No.: 949463-72-3
• Molecular Formula: C₅₅H₈₂N₂O₇
• Molecular Weight: 883.265
• Mol file: 949463-72-3.mol

Synonyms:(14S,17S,18S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-14,17,18-trihydroxyoctacosanamide

Chemical Property of (14S,17S,18S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-14,17,18-trihydroxyoctacosanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (14S,17S,18S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-14,17,18-trihydroxyoctacosanamide

There total 35 articles about (14S,17S,18S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-14,17,18-trihydroxyoctacosanamide 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: 99.0%

C73H124N2O7Si3 (1127645-28-6) → (14S,17S,18S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-14,17,18-trihydroxyoctacosanamide (949463-72-3)

Guidance literature:

With water; acetic acid; In tetrahydrofuran; at 23 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ol802992m

Reference yield: 84.0%

(E,14S)-N-((3S,11bR)-9,11-bis(benzyloxy)-2,3,4,6,7,11b-hexahydro-4-oxo-1H-pyrido[2,1-a]isoquinolin-3-yl)-14-hydroxyoctacos-17-enamide (1147745-89-8) → (14S,17S,18S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-14,17,18-trihydroxyoctacosanamide (949463-72-3)

Guidance literature:

With methanesulfonamide; AD-mix α; water; In tert-butyl alcohol; at 20 ℃; for 29h;

Reference yield: 78.0%

C73H124N2O7Si3 (1337879-24-9) → (14S,17S,18S)-N-((3S,11bS)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-yl)-14,17,18-trihydroxyoctacosanamide (949463-72-3)

Guidance literature:

C₇₃H₁₂₄N₂O₇Si₃; With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 0.5h;

With sodium hydrogencarbonate; In tetrahydrofuran; water; ethyl acetate; at 20 ℃;

DOI:10.1016/j.tet.2011.07.085

upstream raw materials:

benzyl (3S,11bR)-9,11-bis(benzyloxy)-4-oxo-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinolin-3-ylcarbamate

(+)-(3S,11bR)-3-(tert-butoxycarbonylamino)-9,11-dihydroxy-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

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

methyl 14-(benzyloxy)tetradecanoate