dibenzyl (2S)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-1,2 (2H)-dicarboxylate

Base Information

• Chemical Name: dibenzyl (2S)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-1,2 (2H)-dicarboxylate
• CAS No.: 1094607-28-9
• Molecular Formula: C₂₆H₂₄N₂O₄
• Molecular Weight: 428.488

Synonyms:dibenzyl (2S)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-1,2 (2H)-dicarboxylate

Chemical Property of dibenzyl (2S)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-1,2 (2H)-dicarboxylate

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Technology Process of dibenzyl (2S)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-1,2 (2H)-dicarboxylate

There total 2 articles about dibenzyl (2S)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-1,2 (2H)-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: 60.0%

(S)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate (69876-37-5) → dibenzyl (2S)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-1,2 (2H)-dicarboxylate (1094607-28-9)

Guidance literature:

With trifluoroacetic acid; for 48h;

DOI:10.1016/j.tetlet.2008.10.005

Reference yield:

(S)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate (69876-37-5) → dibenzyl (2S)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-1,2 (2H)-dicarboxylate (1094607-28-9) + dibenzyl (2S,3aR,8aR)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-1,2 (2H)-dicarboxylate

Guidance literature:

(S)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate; With trifluoroacetic acid; for 48h;

With sodium carbonate; In dichloromethane; water;

DOI:10.1021/ol9029758

Reference yield: 86.0%

dibenzyl (2S)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indol-1,2 (2H)-dicarboxylate (1094607-28-9) + chloroformic acid ethyl ester (541-41-3) → 1,2-dibenzyl 8-ethyl (2S,3aR,8aS)-3,3a-dihydropyrrolo[2,3-b]indole-1,2,8(2H,8aH)-tricarboxylate (1214939-11-3)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.1021/ol9029758

upstream raw materials:

(S)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate

Downstream raw materials:

C₃₀H₂₈N₂O₆

1,2-dibenzyl 8-ethyl (2S,3aR,8aS)-3,3a-dihydropyrrolo[2,3-b]indole-1,2,8(2H,8aH)-tricarboxylate

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