Methyl 1-(phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole-2-acrylate

Base Information

• Chemical Name: Methyl 1-(phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole-2-acrylate
• CAS No.: 89850-28-2
• Molecular Formula: C₂₇H₃₀N₂O₄S
• Molecular Weight: 478.612

Synonyms:Methyl 1-(phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole-2-acrylate

Chemical Property of Methyl 1-(phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole-2-acrylate

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Technology Process of Methyl 1-(phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole-2-acrylate

There total 3 articles about Methyl 1-(phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole-2-acrylate 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: 58.0%

Methyl 1-(phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>-α-hydroxy-α-methylindole-2-acetate (89850-26-0) → Methyl 1-(phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole-2-acrylate (89850-28-2)

Guidance literature:

With pyridine; trichlorophosphate; at 110 - 120 ℃; for 2h;

DOI:10.1021/jo00187a019

Reference yield:

1-(Phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole (82980-08-3) → Methyl 1-(phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole-2-acrylate (89850-28-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) t-BuLi / 1) THF, -10 to -5 deg C, 0.5 h 2) THF, -78 deg C, 10 min

2: 58 percent / POCl₃, pyridine / 2 h / 110 - 120 °C

With pyridine; tert.-butyl lithium; trichlorophosphate;

DOI:10.1021/jo00187a019

Reference yield:

Trifluoro-acetate1-{2-[1-benzenesulfonyl-2-(1-methoxycarbonyl-vinyl)-1H-indol-3-yl]-ethyl}-5-ethyl-2,3-dihydro-pyridinium; → Methyl 1-(phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole-2-acrylate (89850-28-2) + Trifluoro-acetate1-{2-[1-benzenesulfonyl-2-(1-methoxycarbonyl-vinyl)-1H-indol-3-yl]-ethyl}-3-ethyl-pyridinium;

Guidance literature:

With ethanol;

DOI:10.1021/jo00187a019

upstream raw materials:

Methyl 1-(phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>-α-hydroxy-α-methylindole-2-acetate

1-(Phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole

Downstream raw materials:

Methyl 1-(phenylsulfonyl)-3-<2-(5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole-2-acrylate N-oxide

Methyl 1-(phenylsulfonyl)-3-<2-(6-cyano-5-ethyl-1,2,3,6-tetrahydropyrid-1-yl)ethyl>indole-2-acrylate

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