2-tert-butyl 1-methyl 1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate

Base Information

• Chemical Name: 2-tert-butyl 1-methyl 1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate
• CAS No.: 1591920-13-6
• Molecular Formula: C₂₂H₂₅NO₄
• Molecular Weight: 367.445

Synonyms:2-tert-butyl 1-methyl 1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate

Chemical Property of 2-tert-butyl 1-methyl 1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate

Chemical Property:

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Technology Process of 2-tert-butyl 1-methyl 1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate

There total 5 articles about 2-tert-butyl 1-methyl 1-phenyl-3,4-dihydroisoquinoline-1,2(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: 91.0%

methyl cyanoformate (17640-15-2) + tert-butyl 1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate (1381986-46-4) → 2-tert-butyl 1-methyl 1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate (1591920-13-6)

Guidance literature:

tert-butyl 1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate; With n-butyllithium; In tetrahydrofuran; hexane; at -50 ℃; for 0.0666667h;

methyl cyanoformate; In tetrahydrofuran; hexane; at 20 ℃; for 16h;

DOI:10.1021/ja500485f

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 2-tert-butyl 1-methyl 1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate (1591920-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 20 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.07 h / -50 °C

2.2: 16 h / 20 °C

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1021/ja500485f

Reference yield:

1-phenyl-1,2,3,4-tetrahydroisoquinoline (22990-19-8) → 2-tert-butyl 1-methyl 1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate (1591920-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 20 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.07 h / -50 °C

2.2: 16 h / 20 °C

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1021/ja500485f

upstream raw materials:

di-tert-butyl dicarbonate

1-phenyl-1,2,3,4-tetrahydroisoquinoline

(S)-1-phenyl-1,2,3,4-tetrahydroisoquinoline

methyl cyanoformate

Downstream raw materials:

methyl 2-(4-bromobenzoyl)-1-phenyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate

2-tert-butyl 1-methyl (1S)-1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate

2-tert-butyl 1-methyl (1R)-1-phenyl-3,4-dihydroisoquinoline-1,2(1H)-dicarboxylate

C₁₇H₁₇NO₂

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