5-Benzyloxy-8-methoxy-1-(2,2,6,6-tetramethyl-piperidin-1-yloxymethyl)-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester

Base Information

Chemical Name:5-Benzyloxy-8-methoxy-1-(2,2,6,6-tetramethyl-piperidin-1-yloxymethyl)-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester
CAS No.:173483-71-1
Molecular Formula:C₃₅H₄₆N₂O₅
Molecular Weight:574.761
Hs Code.:

Synonyms:5-Benzyloxy-8-methoxy-1-(2,2,6,6-tetramethyl-piperidin-1-yloxymethyl)-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester

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Chemical Property of 5-Benzyloxy-8-methoxy-1-(2,2,6,6-tetramethyl-piperidin-1-yloxymethyl)-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester

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Technology Process of 5-Benzyloxy-8-methoxy-1-(2,2,6,6-tetramethyl-piperidin-1-yloxymethyl)-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester

There total 7 articles about 5-Benzyloxy-8-methoxy-1-(2,2,6,6-tetramethyl-piperidin-1-yloxymethyl)-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl 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: 82.0%

: 2564-83-2,45842-10-2,126517-51-9,25657-03-8,26933-82-4,54637-06-8,64104-42-3
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

: 173483-70-0
Allyl-(4-benzyloxy-1-iodo-7-methoxy-naphthalen-2-yl)-carbamic acid tert-butyl ester

: 173483-71-1
5-Benzyloxy-8-methoxy-1-(2,2,6,6-tetramethyl-piperidin-1-yloxymethyl)-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester

Guidance literature:: With tri-n-butyl-tin hydride; In benzene; at 70 ℃; for 1h;
DOI:10.1021/jo952033g

Reference yield:

: 100-39-0
benzyl bromide

: 173483-71-1
5-Benzyloxy-8-methoxy-1-(2,2,6,6-tetramethyl-piperidin-1-yloxymethyl)-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / K₂CO₃, Bu₄NI / dimethylformamide / 5 h / 25 °C

2: 95 percent / LiOH, H₂O / tetrahydrofuran; methanol / 18 h / 23 °C

3: 68 percent / DPPA, Et₃N / 10 h / Heating

4: 89 percent / TsOH, NIS / tetrahydrofuran; methanol / 3 h / -78 °C

5: 93 percent / NaH / dimethylformamide; paraffin / 1.) 0 deg C, 45 min, 2.) 25 deg C, 3 h

6: 82 percent / Bu₃SnH / benzene / 1 h / 70 °C

With lithium hydroxide; N-iodo-succinimide; diphenyl-phosphinic acid; water; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; paraffin; benzene;
DOI:10.1021/jo952033g

Reference yield:

: 173483-53-9
ethyl 1-hydroxy-6-methoxynaphthalene-3-carboxylate

: 173483-71-1
5-Benzyloxy-8-methoxy-1-(2,2,6,6-tetramethyl-piperidin-1-yloxymethyl)-1,2-dihydro-benzo[e]indole-3-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / K₂CO₃, Bu₄NI / dimethylformamide / 5 h / 25 °C

2: 95 percent / LiOH, H₂O / tetrahydrofuran; methanol / 18 h / 23 °C

3: 68 percent / DPPA, Et₃N / 10 h / Heating

4: 89 percent / TsOH, NIS / tetrahydrofuran; methanol / 3 h / -78 °C

5: 93 percent / NaH / dimethylformamide; paraffin / 1.) 0 deg C, 45 min, 2.) 25 deg C, 3 h

6: 82 percent / Bu₃SnH / benzene / 1 h / 70 °C

With lithium hydroxide; N-iodo-succinimide; diphenyl-phosphinic acid; water; tri-n-butyl-tin hydride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; paraffin; benzene;
DOI:10.1021/jo952033g