7-bromo-2-(2-bromo-6-chloro-phenyl)-3,4,4a,5,6,10b-hexahydro-2Hbenzo[h][1,6]naphthyridine-1,5-dicarboxylic acid 1-benzyl ester 5-ethyl ester

Base Information

Chemical Name:7-bromo-2-(2-bromo-6-chloro-phenyl)-3,4,4a,5,6,10b-hexahydro-2Hbenzo[h][1,6]naphthyridine-1,5-dicarboxylic acid 1-benzyl ester 5-ethyl ester
CAS No.:1296216-87-9
Molecular Formula:C₂₉H₂₇Br₂ClN₂O₄
Molecular Weight:662.805
Hs Code.:

Synonyms:7-bromo-2-(2-bromo-6-chloro-phenyl)-3,4,4a,5,6,10b-hexahydro-2Hbenzo[h][1,6]naphthyridine-1,5-dicarboxylic acid 1-benzyl ester 5-ethyl ester

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Chemical Property of 7-bromo-2-(2-bromo-6-chloro-phenyl)-3,4,4a,5,6,10b-hexahydro-2Hbenzo[h][1,6]naphthyridine-1,5-dicarboxylic acid 1-benzyl ester 5-ethyl ester

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Technology Process of 7-bromo-2-(2-bromo-6-chloro-phenyl)-3,4,4a,5,6,10b-hexahydro-2Hbenzo[h][1,6]naphthyridine-1,5-dicarboxylic acid 1-benzyl ester 5-ethyl ester

There total 5 articles about 7-bromo-2-(2-bromo-6-chloro-phenyl)-3,4,4a,5,6,10b-hexahydro-2Hbenzo[h][1,6]naphthyridine-1,5-dicarboxylic acid 1-benzyl ester 5-ethyl ester 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: 80.0%

: 924-44-7
glyoxylic acid ethyl ester

: 1296216-84-6
2-(2-bromo-6-chloro-phenyl)-3,4-dihydro-2H-pyridine-1-carboxylic acid benzylester

: 615-36-1
2-bromoaniline

: 1296216-87-9
7-bromo-2-(2-bromo-6-chloro-phenyl)-3,4,4a,5,6,10b-hexahydro-2Hbenzo[h][1,6]naphthyridine-1,5-dicarboxylic acid 1-benzyl ester 5-ethyl ester

Guidance literature:: With scandium tris(trifluoromethanesulfonate);
DOI:10.1021/ol200709h

Reference yield:

: 64622-16-8
2-bromo-6-chlorobenzaldehyde

: 1296216-87-9
7-bromo-2-(2-bromo-6-chloro-phenyl)-3,4,4a,5,6,10b-hexahydro-2Hbenzo[h][1,6]naphthyridine-1,5-dicarboxylic acid 1-benzyl ester 5-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: dichloromethane / 12 h / 20 °C / Molecular sieve

2.1: tetrahydrofuran / 1 h / 60 °C / Inert atmosphere

2.2: 2 h / -78 °C / Inert atmosphere

2.3: 0 °C / Saturated solution

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 14.5 h / 20 °C / Inert atmosphere

4.1: triethylamine / tetrahydrofuran / 0.83 h / 120 °C / Inert atmosphere; Microwave irradiation

5.1: scandium tris(trifluoromethanesulfonate)

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; triethylamine; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane; 2.2: Mannich type reaction;
DOI:10.1021/ol200709h

Reference yield:

: 1296216-47-1
allyl-[1-(2-bromo-6-chloro-phenyl)-but-3-enyl]-carbamic acid benzyl ester

: 1296216-87-9
7-bromo-2-(2-bromo-6-chloro-phenyl)-3,4,4a,5,6,10b-hexahydro-2Hbenzo[h][1,6]naphthyridine-1,5-dicarboxylic acid 1-benzyl ester 5-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 14.5 h / 20 °C / Inert atmosphere

2: triethylamine / tetrahydrofuran / 0.83 h / 120 °C / Inert atmosphere; Microwave irradiation

3: scandium tris(trifluoromethanesulfonate)

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; triethylamine; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol200709h