(R)-5-Oxo-4-(trityl-amino)-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid tert-butyl ester

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Chemical Name:(R)-5-Oxo-4-(trityl-amino)-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid tert-butyl ester
CAS No.:219943-56-3
Molecular Formula:C₃₅H₃₂N₂O₃
Molecular Weight:528.651
Hs Code.:

Synonyms:(R)-5-Oxo-4-(trityl-amino)-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid tert-butyl ester

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Chemical Property of (R)-5-Oxo-4-(trityl-amino)-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid tert-butyl ester

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Technology Process of (R)-5-Oxo-4-(trityl-amino)-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid tert-butyl ester

There total 5 articles about (R)-5-Oxo-4-(trityl-amino)-4,5-dihydro-3H-benzo[cd]indole-1-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: 94.0%

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

: 219943-55-2
(R)-4-(Trityl-amino)-3,4-dihydro-1H-benzo[cd]indol-5-one

: 219943-56-3
(R)-5-Oxo-4-(trityl-amino)-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid tert-butyl ester

Guidance literature:: With 4-methyl-morpholine; dmap; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1021/jo981723s

Reference yield:

: 76-83-5
trityl chloride

: 219943-56-3
(R)-5-Oxo-4-(trityl-amino)-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / Et₃N / 1,2-dichloro-ethane / 48 h / Ambient temperature

2: 100 percent / LiOH*H₂O / dioxane; H₂O / 96 h / Heating

3: 1.) n-BuLi, 2.) t-BuLi / 1.) THF, hexane, -105 deg C, 2 h, 2.) pentane, -100 deg C, 1 h; -78 deg C, 1 h; 0 deg C, 1 h; room temperature, 4 h

4: 94 percent / NMM, DMAP / tetrahydrofuran / 2 h / Ambient temperature

With 4-methyl-morpholine; dmap; lithium hydroxide; n-butyllithium; tert.-butyl lithium; triethylamine; In tetrahydrofuran; 1,4-dioxane; water; 1,2-dichloro-ethane;
DOI:10.1021/jo981723s

Reference yield:

: 219943-50-7
(R)-4-bromo-α-N-trityltryptophan trityl ester

: 219943-56-3
(R)-5-Oxo-4-(trityl-amino)-4,5-dihydro-3H-benzo[cd]indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / tetrahydrofuran; methanol; H₂O / 14 h / 50 - 55 °C

2: 1.) n-BuLi, 2.) t-BuLi / 1.) THF, hexane, -105 deg C, 2 h, 2.) pentane, -100 deg C, 1 h; -78 deg C, 1 h; 0 deg C, 1 h; room temperature, 4 h

3: 94 percent / NMM, DMAP / tetrahydrofuran / 2 h / Ambient temperature

With 4-methyl-morpholine; dmap; n-butyllithium; tert.-butyl lithium; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo981723s