Methyl 1-[(4-methoxyphenyl)sulfonyl]-alpha-methylene-1H-indole-2-acetate

Base Information

• Chemical Name: Methyl 1-[(4-methoxyphenyl)sulfonyl]-alpha-methylene-1H-indole-2-acetate
• CAS No.: 182344-72-5
• Molecular Formula: C₁₉H₁₇NO₅S
• Molecular Weight: 371.414
• DSSTox Substance ID: DTXSID201159759
• Mol file: 182344-72-5.mol

Synonyms:DTXSID201159759;Methyl 1-[(4-methoxyphenyl)sulfonyl]-alpha-methylene-1H-indole-2-acetate;182344-72-5

Chemical Property of Methyl 1-[(4-methoxyphenyl)sulfonyl]-alpha-methylene-1H-indole-2-acetate

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 371.08274382
• Heavy Atom Count: 26
• Complexity: 633

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)S(=O)(=O)N2C3=CC=CC=C3C=C2C(=C)C(=O)OC

Technology Process of Methyl 1-[(4-methoxyphenyl)sulfonyl]-alpha-methylene-1H-indole-2-acetate

There total 1 articles about Methyl 1-[(4-methoxyphenyl)sulfonyl]-alpha-methylene-1H-indole-2-acetate 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:

pyruvic acid methyl ester (600-22-6) + 1-((4-methoxyphenyl)sulfonyl)-1H-indole (128721-40-4) → 2-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-2-yl]-acrylic acid methyl ester (182344-72-5)

Guidance literature:

With tert.-butyl lithium; toluene-4-sulfonic acid; Yield given. Multistep reaction;

DOI:10.1016/0040-4020(96)00655-2

Reference yield: 47.0%

2-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-2-yl]-acrylic acid methyl ester (182344-72-5) + 1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-vinyl-3,4-dihydro-1H-pyridin-2-one (194343-15-2) → (8R,8aS)-1-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-8-[1-(4-methoxy-benzenesulfonyl)-1H-indol-2-yl]-2-oxo-1,2,3,4,6,7,8,8a-octahydro-quinoline-8-carboxylic acid methyl ester

Guidance literature:

In toluene; for 72h; Heating;

DOI:10.1021/jo970370e

Reference yield: 31.0%

danishefsky's diene (54125-02-9) + 2-[1-(4-Methoxy-benzenesulfonyl)-1H-indol-2-yl]-acrylic acid methyl ester (182344-72-5) → (1S,2R)-2-Methoxy-1-[1-(4-methoxy-benzenesulfonyl)-1H-indol-2-yl]-4-trimethylsilanyloxy-cyclohex-3-enecarboxylic acid methyl ester + (1S,2S)-2-Methoxy-1-[1-(4-methoxy-benzenesulfonyl)-1H-indol-2-yl]-4-trimethylsilanyloxy-cyclohex-3-enecarboxylic acid methyl ester

Guidance literature:

for 30h; Heating;

DOI:10.1016/0040-4020(96)00655-2

upstream raw materials:

pyruvic acid methyl ester

1-((4-methoxyphenyl)sulfonyl)-1H-indole