Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate

Base Information

• Chemical Name: Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate
• CAS No.: 106742-79-4
• Molecular Formula: C₂₉H₃₀N₂O₆S
• Molecular Weight: 534.633

Synonyms:Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate

Chemical Property of Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate

Chemical Property:

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Technology Process of Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate

There total 4 articles about Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-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: 42.2%

{2-[2-(3,4-dimethoxy-phenyl)-indol-3-yl]-ethylimino}-acetic acid ethyl ester (95134-29-5) + p-toluenesulfonyl chloride (98-59-9) → Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate (106742-79-4)

Guidance literature:

With pyridine; In dichloromethane; at 4 ℃; for 72h;

DOI:10.1002/hlca.19900730224

Reference yield:

glyoxylic acid ethyl ester (924-44-7) + 2-[2-(3,4-dimethoxyphenyl)-1H-indol-3-yl]-ethylamine (95426-76-9) → Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate (106742-79-4)

Guidance literature:

With benzene; und Behandeln des erhaltenen (2-<2-(3,4-Dimethoxy-phenyl)-indol-3-yl>-aethylimino-essigsaeure-aethylesters mit Toluol-4-sulfonylchlorid und Pyridin;

DOI:10.1021/ja01647a088 DOI:10.1016/S0040-4020(01)98529-1

Reference yield:

[2-(3,4-dimethoxy-phenyl)-indol-3-yl]-acetonitrile (94209-09-3) → Ethyl (2'RS,3SR)-2-(3,4-Dimethoxyphenyl)-1'-(4-toluenesulfonyl)spiro<3H-indole-3,3'-pyrrolidine>-2'-carboxylate (106742-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄

2: benzene / und Behandeln des erhaltenen (2-<2-(3,4-Dimethoxy-phenyl)-indol-3-yl>-aethylimino-essigsaeure-aethylesters mit Toluol-4-sulfonylchlorid und Pyridin

With lithium aluminium tetrahydride; benzene;

DOI:10.1021/ja01647a088

upstream raw materials:

glyoxylic acid ethyl ester

2-[2-(3,4-dimethoxyphenyl)-1H-indol-3-yl]-ethylamine

{2-[2-(3,4-dimethoxy-phenyl)-indol-3-yl]-ethylimino}-acetic acid ethyl ester

p-toluenesulfonyl chloride

Downstream raw materials:

(2RS,3RS,2'Ξ)-2-(3,4-dimethoxy-phenyl)-1'-(toluene-4-sulfonyl)-spiro[indoline-3,3'-pyrrolidine]-2'-carboxylic acid ethyl ester

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