2-{1-tert-butoxycarbonyl-6-methanesulfonyloxy-3-[2-(tetrahydropyran-2-yloxy)ethyl]-1H-indol-2-yl}malonic acid benzyl ester methyl ester

Base Information

Chemical Name:2-{1-tert-butoxycarbonyl-6-methanesulfonyloxy-3-[2-(tetrahydropyran-2-yloxy)ethyl]-1H-indol-2-yl}malonic acid benzyl ester methyl ester
CAS No.:410072-01-4
Molecular Formula:C₃₂H₃₉NO₁₁S
Molecular Weight:645.728
Hs Code.:

Synonyms:2-{1-tert-butoxycarbonyl-6-methanesulfonyloxy-3-[2-(tetrahydropyran-2-yloxy)ethyl]-1H-indol-2-yl}malonic acid benzyl ester methyl ester

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Chemical Property of 2-{1-tert-butoxycarbonyl-6-methanesulfonyloxy-3-[2-(tetrahydropyran-2-yloxy)ethyl]-1H-indol-2-yl}malonic acid benzyl ester methyl ester

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Technology Process of 2-{1-tert-butoxycarbonyl-6-methanesulfonyloxy-3-[2-(tetrahydropyran-2-yloxy)ethyl]-1H-indol-2-yl}malonic acid benzyl ester methyl ester

There total 6 articles about 2-{1-tert-butoxycarbonyl-6-methanesulfonyloxy-3-[2-(tetrahydropyran-2-yloxy)ethyl]-1H-indol-2-yl}malonic acid benzyl ester methyl ester 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: 75.5%

: 24424-99-5
di-tert-butyl dicarbonate

: 410071-85-1
2-{6-methanesulfonyloxy-3-[2-(tetrahydropyran-2-yloxy)ethyl]-1H-indol-2-yl}malonic acid benzyl ester methyl ester

: 410072-01-4
2-{1-tert-butoxycarbonyl-6-methanesulfonyloxy-3-[2-(tetrahydropyran-2-yloxy)ethyl]-1H-indol-2-yl}malonic acid benzyl ester methyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/ja0177049

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 410072-01-4
2-{1-tert-butoxycarbonyl-6-methanesulfonyloxy-3-[2-(tetrahydropyran-2-yloxy)ethyl]-1H-indol-2-yl}malonic acid benzyl ester methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / CSA / CH₂Cl₂ / 2 h / 20 °C

2: 65.6 g / NaH / tetrahydrofuran / 0.33 h / 20 °C

3: 79.6 percent / AIBN; Bu₃SnH / toluene / 0.17 h / 110 °C

4: 75.5 percent / Et₃N; DMAP / CH₂Cl₂ / 1.5 h / 20 °C

With dmap; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja0177049

Reference yield:

: 7-mesyloxyquinoline

: 410072-01-4
2-{1-tert-butoxycarbonyl-6-methanesulfonyloxy-3-[2-(tetrahydropyran-2-yloxy)ethyl]-1H-indol-2-yl}malonic acid benzyl ester methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Na₂CO₃ / tetrahydrofuran; H₂O / 0.25 h / 6 °C

1.2: 79.4 percent / NaBH₄ / methanol; H₂O; tetrahydrofuran / 0.33 h

2.1: 82 percent / CSA / CH₂Cl₂ / 2 h / 20 °C

3.1: 65.6 g / NaH / tetrahydrofuran / 0.33 h / 20 °C

4.1: 79.6 percent / AIBN; Bu₃SnH / toluene / 0.17 h / 110 °C

5.1: 75.5 percent / Et₃N; DMAP / CH₂Cl₂ / 1.5 h / 20 °C

With dmap; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium hydride; sodium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1021/ja0177049