(4-benzyloxy-5-methoxy-2-nitro-phenyl)-[3-(bis-ethylsulfanyl-methyl)-3,4-dihydro-1H-isoquinolin-2-yl]-methanone

Base Information

• Chemical Name: (4-benzyloxy-5-methoxy-2-nitro-phenyl)-[3-(bis-ethylsulfanyl-methyl)-3,4-dihydro-1H-isoquinolin-2-yl]-methanone
• CAS No.: 762245-23-8
• Molecular Formula: C₂₉H₃₂N₂O₅S₂
• Molecular Weight: 552.715
• Mol file: 762245-23-8.mol

Synonyms:(4-benzyloxy-5-methoxy-2-nitro-phenyl)-[3-(bis-ethylsulfanyl-methyl)-3,4-dihydro-1H-isoquinolin-2-yl]-methanone

Chemical Property of (4-benzyloxy-5-methoxy-2-nitro-phenyl)-[3-(bis-ethylsulfanyl-methyl)-3,4-dihydro-1H-isoquinolin-2-yl]-methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-benzyloxy-5-methoxy-2-nitro-phenyl)-[3-(bis-ethylsulfanyl-methyl)-3,4-dihydro-1H-isoquinolin-2-yl]-methanone

There total 12 articles about (4-benzyloxy-5-methoxy-2-nitro-phenyl)-[3-(bis-ethylsulfanyl-methyl)-3,4-dihydro-1H-isoquinolin-2-yl]-methanone 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: 89.0%

ethanethiol (75-08-1) + (S)-2-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-1,2,3,4-tetrahydro-isoquinoline-3-carbaldehyde (762245-28-3) → (4-benzyloxy-5-methoxy-2-nitro-phenyl)-[3-(bis-ethylsulfanyl-methyl)-3,4-dihydro-1H-isoquinolin-2-yl]-methanone (762245-23-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 18h;

DOI:10.1016/j.bmcl.2004.07.001

Reference yield: 60.0%

4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride (64154-78-5) + (S)-3-(Bis-ethylsulfanyl-methyl)-1,2,3,4-tetrahydro-isoquinoline (762245-22-7) → (4-benzyloxy-5-methoxy-2-nitro-phenyl)-[3-(bis-ethylsulfanyl-methyl)-3,4-dihydro-1H-isoquinolin-2-yl]-methanone (762245-23-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 4h;

DOI:10.1016/j.bmcl.2004.07.001

Reference yield:

L-Tic-OH (74163-81-8) → (4-benzyloxy-5-methoxy-2-nitro-phenyl)-[3-(bis-ethylsulfanyl-methyl)-3,4-dihydro-1H-isoquinolin-2-yl]-methanone (762245-23-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 94 percent / aq.NaOH / 36 h

2: 96 percent / SOCl₂ / 6 h / Heating

3: 75 percent / TMSI / acetonitrile / 4 h

4: 60 percent / Et₃N / tetrahydrofuran / 4 h

5: 88 percent / LiBH₄ / tetrahydrofuran; methanol / 6 h

6: 81 percent / IBX / dimethylsulfoxide / 6 h

7: 89 percent / BF₃*Et₂O / CH₂Cl₂ / 18 h

With sodium hydroxide; lithium borohydride; thionyl chloride; trimethylsilyl iodide; boron trifluoride diethyl etherate; triethylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; acetonitrile;

DOI:10.1016/j.bmcl.2004.07.001

upstream raw materials:

4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride

(S)-3-(Bis-ethylsulfanyl-methyl)-1,2,3,4-tetrahydro-isoquinoline

ethanethiol

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

Downstream raw materials:

2-benzyloxy-12-hydroxy-3-methoxy-11,11a,12,13-tetrahydro-6H-5a,13-diaza-benzo[4,5]cyclohepta[1,2-b]naphthalen-5-one

(2-amino-4-benzyloxy-5-methoxy-phenyl)-[3-(bis-ethylsulfanyl-methyl)-3,4-dihydro-1H-isoquinolin-2-yl]-methanone