(2S,3aR,8aS)-ethyl 2-(hydroxydiphenylmethyl)-1,2,3,3a-tetrahydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

Base Information

Chemical Name:(2S,3aR,8aS)-ethyl 2-(hydroxydiphenylmethyl)-1,2,3,3a-tetrahydropyrrolo[2,3-b]indole-8(8aH)-carboxylate
CAS No.:1214939-09-9
Molecular Formula:C₂₆H₂₆N₂O₃
Molecular Weight:414.504
Hs Code.:

Synonyms:(2S,3aR,8aS)-ethyl 2-(hydroxydiphenylmethyl)-1,2,3,3a-tetrahydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

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Chemical Property of (2S,3aR,8aS)-ethyl 2-(hydroxydiphenylmethyl)-1,2,3,3a-tetrahydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

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Technology Process of (2S,3aR,8aS)-ethyl 2-(hydroxydiphenylmethyl)-1,2,3,3a-tetrahydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

There total 5 articles about (2S,3aR,8aS)-ethyl 2-(hydroxydiphenylmethyl)-1,2,3,3a-tetrahydropyrrolo[2,3-b]indole-8(8aH)-carboxylate 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: 30.0%

: 1214939-08-8
(2S,3aR,8aS)-8-ethyl-2-methyl-1,2,3,3a-tetrahydropyrrolo[2,3-b]indole-2,8(8aH)-dicarboxylate

: 100-59-4
phenylmagnesium chloride

: 1214939-09-9
(2S,3aR,8aS)-ethyl 2-(hydroxydiphenylmethyl)-1,2,3,3a-tetrahydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

Guidance literature:: In tetrahydrofuran; at 0 ℃;

Reference yield:

: 7432-21-5
N-carbobenzyloxy-L-tryptophane

: 1214939-09-9
(2S,3aR,8aS)-ethyl 2-(hydroxydiphenylmethyl)-1,2,3,3a-tetrahydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap / dichloromethane / 0 °C

1.2: 20 °C

2.1: sodium carbonate / dichloromethane; trifluoroacetic acid / 0 °C

3.1: sodium carbonate / tetrahydrofuran; water / 0 °C

4.1: hydrogen / palladium 10% on activated carbon / methanol / 20 °C

5.1: tetrahydrofuran / 0 °C

With hydrogen; sodium carbonate; dmap; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; water; trifluoroacetic acid;

Reference yield:

: 2717-76-2,130812-44-1,130812-46-3
(S)-N-benzyloxycarbonyl-L-tryptophan methyl ester

: 1214939-09-9
(2S,3aR,8aS)-ethyl 2-(hydroxydiphenylmethyl)-1,2,3,3a-tetrahydropyrrolo[2,3-b]indole-8(8aH)-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium carbonate / dichloromethane; trifluoroacetic acid / 0 °C

2: sodium carbonate / tetrahydrofuran; water / 0 °C

3: hydrogen / palladium 10% on activated carbon / methanol / 20 °C

4: tetrahydrofuran / 0 °C

With hydrogen; sodium carbonate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; water; trifluoroacetic acid;