2-benzyl 3-methyl(1R,3S,4R)-3-(3-bromophenyl)-4-((4-bromophenyl)amino)-1-(2-methoxy-2-oxoethyl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate

Base Information

• Chemical Name: 2-benzyl 3-methyl(1R,3S,4R)-3-(3-bromophenyl)-4-((4-bromophenyl)amino)-1-(2-methoxy-2-oxoethyl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate
• CAS No.: 1601356-99-3
• Molecular Formula: C₃₄H₃₀Br₂N₂O₆
• Molecular Weight: 722.43

Synonyms:

Chemical Property of 2-benzyl 3-methyl(1R,3S,4R)-3-(3-bromophenyl)-4-((4-bromophenyl)amino)-1-(2-methoxy-2-oxoethyl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate

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Technology Process of 2-benzyl 3-methyl(1R,3S,4R)-3-(3-bromophenyl)-4-((4-bromophenyl)amino)-1-(2-methoxy-2-oxoethyl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate

There total 4 articles about 2-benzyl 3-methyl(1R,3S,4R)-3-(3-bromophenyl)-4-((4-bromophenyl)amino)-1-(2-methoxy-2-oxoethyl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate 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:

C34H30Br2N2O6 → 2-benzyl 3-methyl(1R,3S,4R)-3-(3-bromophenyl)-4-((4-bromophenyl)amino)-1-(2-methoxy-2-oxoethyl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate (1601356-99-3) + 2-benzyl 3-methyl-3-(3-bromophenyl)-4-((4-bromophenyl)amino)-1-(2-methoxy-2-oxoethyl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate

Guidance literature:

With potassium tert-butylate; In 1,2-dichloro-ethane; at -10 ℃; for 1h; Inert atmosphere; Molecular sieve;

DOI:10.1002/chem.201304576

Reference yield:

methyl 2-formylcinnamate (132316-45-1,52753-91-0) → 2-benzyl 3-methyl(1R,3S,4R)-3-(3-bromophenyl)-4-((4-bromophenyl)amino)-1-(2-methoxy-2-oxoethyl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate (1601356-99-3) + 2-benzyl 3-methyl-3-(3-bromophenyl)-4-((4-bromophenyl)amino)-1-(2-methoxy-2-oxoethyl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate

Guidance literature:

Multi-step reaction with 2 steps

1.1: (R)-3,3'-bis(4-trifluoromethylphenyl)-1,1'-binaphthyl-2,2'-diylphosphoric acid; MANDELIC ACID / 1,2-dichloro-ethane / 1 h / 20 °C / Inert atmosphere; Molecular sieve

1.2: 1 h / -10 °C / Inert atmosphere; Molecular sieve

2.1: potassium tert-butylate / 1,2-dichloro-ethane / 1 h / -10 °C / Inert atmosphere; Molecular sieve

With (R)-3,3'-bis(4-trifluoromethylphenyl)-1,1'-binaphthyl-2,2'-diylphosphoric acid; potassium tert-butylate; MANDELIC ACID; In 1,2-dichloro-ethane; 1.1: |Mannich Aminomethylation / 1.2: |Mannich Aminomethylation / 2.1: |Michael Addition;

DOI:10.1002/chem.201304576

Reference yield:

4-bromo-aniline (106-40-1) → 2-benzyl 3-methyl(1R,3S,4R)-3-(3-bromophenyl)-4-((4-bromophenyl)amino)-1-(2-methoxy-2-oxoethyl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate (1601356-99-3) + 2-benzyl 3-methyl-3-(3-bromophenyl)-4-((4-bromophenyl)amino)-1-(2-methoxy-2-oxoethyl)-3,4-dihydroisoquinoline-2,3(1H)-dicarboxylate

Guidance literature:

Multi-step reaction with 2 steps

1.1: (R)-3,3'-bis(4-trifluoromethylphenyl)-1,1'-binaphthyl-2,2'-diylphosphoric acid; MANDELIC ACID / 1,2-dichloro-ethane / 1 h / 20 °C / Inert atmosphere; Molecular sieve

1.2: 1 h / -10 °C / Inert atmosphere; Molecular sieve

2.1: potassium tert-butylate / 1,2-dichloro-ethane / 1 h / -10 °C / Inert atmosphere; Molecular sieve

With (R)-3,3'-bis(4-trifluoromethylphenyl)-1,1'-binaphthyl-2,2'-diylphosphoric acid; potassium tert-butylate; MANDELIC ACID; In 1,2-dichloro-ethane; 1.1: |Mannich Aminomethylation / 1.2: |Mannich Aminomethylation / 2.1: |Michael Addition;

DOI:10.1002/chem.201304576

upstream raw materials:

methyl 2-formylcinnamate

4-bromo-aniline

methyl 2-(3-bromophenyl)-2-diazoacetate

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