(2S,3aR,8aS)-1-ethyl 2-methyl 8-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-6-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1,2(2H)-dicarboxylate

Base Information

Chemical Name:(2S,3aR,8aS)-1-ethyl 2-methyl 8-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-6-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1,2(2H)-dicarboxylate
CAS No.:1620580-64-4
Molecular Formula:C₃₇H₄₇N₃O₉S
Molecular Weight:709.861
Hs Code.:

(2S,3aR,8aS)-1-ethyl 2-methyl 8-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-6-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1,2(2H)-dicarboxylate

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Chemical Property of (2S,3aR,8aS)-1-ethyl 2-methyl 8-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-6-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1,2(2H)-dicarboxylate

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Technology Process of (2S,3aR,8aS)-1-ethyl 2-methyl 8-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-6-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1,2(2H)-dicarboxylate

There total 4 articles about (2S,3aR,8aS)-1-ethyl 2-methyl 8-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-6-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-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: 81.0%

: 1620581-52-3
(2S,3aR,8aS)-1-ethyl 2-methyl 8-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1,2(2H)-dicarboxylate

: 140-88-5,9003-32-1
ethyl acrylate

: 1620580-64-4
(2S,3aR,8aS)-1-ethyl 2-methyl 8-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-6-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1,2(2H)-dicarboxylate

Guidance literature:: With silver(I) acetate; palladium diacetate; N-acetylglycine; at 55 ℃; for 24h; regioselective reaction; Sealed tube;
DOI:10.1021/ja505737x

Reference yield:

: 1620581-25-0
C₁₇H₂₅NO

: 1620580-64-4
(2S,3aR,8aS)-1-ethyl 2-methyl 8-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-6-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1,2(2H)-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: chlorosulfonic acid / chloroform / 1.5 h / 0 - 23 °C

2: dmap; pyridine / 48 h / 23 °C / Inert atmosphere

3: palladium diacetate; N-acetylglycine; silver(I) acetate / 24 h / 55 °C / Sealed tube

With pyridine; chlorosulfonic acid; dmap; silver(I) acetate; palladium diacetate; N-acetylglycine; In chloroform;
DOI:10.1021/ja505737x

Reference yield:

: 7035-03-2
2-methoxy-benzeneacetonitrile

: 1620580-64-4
(2S,3aR,8aS)-1-ethyl 2-methyl 8-((3-(4-cyano-2,6-dimethylheptan-4-yl)-4-methoxyphenyl)sulfonyl)-6-((E)-3-ethoxy-3-oxoprop-1-en-1-yl)-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1,2(2H)-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 23 °C

2: chlorosulfonic acid / chloroform / 1.5 h / 0 - 23 °C

3: dmap; pyridine / 48 h / 23 °C / Inert atmosphere

4: palladium diacetate; N-acetylglycine; silver(I) acetate / 24 h / 55 °C / Sealed tube

With pyridine; chlorosulfonic acid; dmap; silver(I) acetate; palladium diacetate; sodium hydride; N-acetylglycine; In chloroform; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ja505737x