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

Base Information

• Chemical Name: (3S,11bR)-3-amino-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one
• CAS No.: 949463-54-1
• Molecular Formula: C₂₇H₂₈N₂O₃
• Molecular Weight: 428.531
• Mol file: 949463-54-1.mol

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

Chemical Property of (3S,11bR)-3-amino-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,11bR)-3-amino-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one

There total 21 articles about (3S,11bR)-3-amino-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one 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: 98.0%

(+)-(3S,11bR)-3-(tert-butoxycarbonylamino)-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one (949463-60-9) → (3S,11bR)-3-amino-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one (949463-54-1)

Guidance literature:

(+)-(3S,11bR)-3-(tert-butoxycarbonylamino)-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one; With hydrogenchloride; In ethyl acetate; at 20 ℃; for 3h;

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

DOI:10.1016/j.tet.2011.07.085

Reference yield: 95.0%

(S,E)-5-amino-9,11-bis(benzyloxy)-2,3,5,6-tetrahydrobenzo[d]azecin-4(1H)-one (1384461-42-0) → (3S,11bR)-3-amino-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one (949463-54-1)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 24h; Inert atmosphere;

DOI:10.1039/c2ob25772f

Reference yield: 87.0%

C27H26N4O3 (1127645-24-2) → (3S,11bR)-3-amino-9,11-bis(benzyloxy)-2,3,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-4(11bH)-one (949463-54-1)

Guidance literature:

With water; triphenylphosphine; In tetrahydrofuran; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol802992m

upstream raw materials:

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

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

methyl (S)-2-(benzyloxycarbonylamino)-5-(3,5-bis(benzyloxy)phenethylamino)-5-oxopentanoate

Downstream raw materials:

(S)-N-((3S,11bR)-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-(methoxymethoxy)hexadecanamide

(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

C₇₃H₁₂₄N₂O₇Si₃

(E,14S,20R)-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-hydroxy-20-methyloctacos-17-enamide