3,3'-bis(benzyloxymethyl)-9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole

Base Information

• Chemical Name: 3,3'-bis(benzyloxymethyl)-9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole
• CAS No.: 1312306-70-9
• Molecular Formula: C₄₀H₃₄N₄O₂
• Molecular Weight: 602.736

Synonyms:3,3'-bis(benzyloxymethyl)-9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole

Chemical Property of 3,3'-bis(benzyloxymethyl)-9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole

Chemical Property:

Purity/Quality:

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Technology Process of 3,3'-bis(benzyloxymethyl)-9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole

There total 2 articles about 3,3'-bis(benzyloxymethyl)-9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole 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%

(9,9'-dimethyl-9H,9'H-[1,1'-bipyrido[3,4-b]indole]-3,3'-diyl)dimethanol (1312306-67-4) + benzyl bromide (100-39-0) → 3,3'-bis(benzyloxymethyl)-9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole (1312306-70-9)

Guidance literature:

(9,9'-dimethyl-9H,9'H-[1,1'-bipyrido[3,4-b]indole]-3,3'-diyl)dimethanol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.tet.2012.06.042

Reference yield:

dimethyl 9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole-3,3'-dicarboxylate (1312306-66-3) → 3,3'-bis(benzyloxymethyl)-9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole (1312306-70-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

2.2: 12 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.tet.2012.06.042

Reference yield: 84.0%

3,3'-bis(benzyloxymethyl)-9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole (1312306-70-9) → 3,3'-bis(2-hydroxypropan-2-yl)-9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole-2,2'-dioxide (1312426-15-5,1393809-02-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1016/j.tet.2012.06.042

upstream raw materials:

dimethyl 9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole-3,3'-dicarboxylate

(9,9'-dimethyl-9H,9'H-[1,1'-bipyrido[3,4-b]indole]-3,3'-diyl)dimethanol

benzyl bromide

Downstream raw materials:

3,3'-bis(2-hydroxypropan-2-yl)-9,9'-dimethyl-9H,9'H-1,1'-bipyrido[3,4-b]indole-2,2'-dioxide

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