(S)-2-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbaldehyde

Base Information

Chemical Name:(S)-2-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbaldehyde
CAS No.:762245-28-3
Molecular Formula:C₂₅H₂₂N₂O₆
Molecular Weight:446.459
Hs Code.:

Synonyms:(S)-2-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbaldehyde

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Chemical Property of (S)-2-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbaldehyde

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Technology Process of (S)-2-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbaldehyde

There total 13 articles about (S)-2-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbaldehyde 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%

: 762245-27-2
(S)-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)(3-(hydroxymethyl)-3,4- dihydroisoquinolin-2(1H)-yl)methanone

: 762245-28-3
(S)-2-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;

Reference yield: 82.0%

: 762245-26-1
(S)-2-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

: 762245-28-3
(S)-2-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbaldehyde

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 4h; Inert atmosphere;

Reference yield:

: 64154-78-5
4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride

: 762245-28-3
(S)-2-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / Et₃N / tetrahydrofuran / 4 h

2: 88 percent / LiBH₄ / tetrahydrofuran; methanol / 6 h

3: 81 percent / IBX / dimethylsulfoxide / 6 h

With lithium borohydride; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dimethyl sulfoxide;
DOI:10.1016/j.bmcl.2004.07.001