4-Bromo-3-[(R)-3-oxo-2-(9-phenyl-9H-fluoren-9-ylamino)-propyl]-indole-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:4-Bromo-3-[(R)-3-oxo-2-(9-phenyl-9H-fluoren-9-ylamino)-propyl]-indole-1-carboxylic acid tert-butyl ester
CAS No.:219943-47-2
Molecular Formula:C₃₅H₃₁BrN₂O₃
Molecular Weight:607.547
Hs Code.:

Synonyms:4-Bromo-3-[(R)-3-oxo-2-(9-phenyl-9H-fluoren-9-ylamino)-propyl]-indole-1-carboxylic acid tert-butyl ester

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Chemical Property of 4-Bromo-3-[(R)-3-oxo-2-(9-phenyl-9H-fluoren-9-ylamino)-propyl]-indole-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 4-Bromo-3-[(R)-3-oxo-2-(9-phenyl-9H-fluoren-9-ylamino)-propyl]-indole-1-carboxylic acid tert-butyl ester

There total 11 articles about 4-Bromo-3-[(R)-3-oxo-2-(9-phenyl-9H-fluoren-9-ylamino)-propyl]-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:

: 52488-36-5
4-bromo-1H-indole

: 219943-47-2
4-Bromo-3-[(R)-3-oxo-2-(9-phenyl-9H-fluoren-9-ylamino)-propyl]-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 31.0 g / pyridinium bromide perbromide / pyridine / 0.25 h / 0 °C

2: Et₃N, DMAP / tetrahydrofuran / 14 h

3: 1.) n-BuLi / 1.) THF, -78 deg C, 90 min, 2.) THF, -75 deg C, 4 h

4: 99 percent / NaOMe / tetrahydrofuran / 1 h / Ambient temperature

5: 91 percent / DMAO, BH₃*THF / tetrahydrofuran / 72 h / 0 °C

6: 95 percent / DMAP / tetrahydrofuran / 4 h / Ambient temperature

7: 86 percent / 1M HCl / ethyl acetate / 1.) 0 deg C to room temperature, 1 h, 2.) room temperature, 4 h

8: 1.) NCS, DMS, 2.) Et₃N / 1.) toluene, -25 deg C, 6 h, 2.) -25 deg C, 10 min; room temperature, 1 h

With hydrogenchloride; dmap; N-chloro-succinimide; n-butyllithium; borane-THF; 2,3-dimercapto-succinic acid; sodium methylate; pyridinium hydrobromide perbromide; triethylamine; In tetrahydrofuran; pyridine; ethyl acetate;
DOI:10.1021/jo981723s

Reference yield:

: 122213-51-8
N-(9-phenylfluoren-9-yl)-L-serine isoxazolidide

: 219943-47-2
4-Bromo-3-[(R)-3-oxo-2-(9-phenyl-9H-fluoren-9-ylamino)-propyl]-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / DIEA / CH₂Cl₂ / 20 h / Ambient temperature

2: 96 percent / LAH / tetrahydrofuran / 0.5 h / 0 °C

3: 1.) n-BuLi / 1.) THF, -78 deg C, 90 min, 2.) THF, -75 deg C, 4 h

4: 99 percent / NaOMe / tetrahydrofuran / 1 h / Ambient temperature

5: 91 percent / DMAO, BH₃*THF / tetrahydrofuran / 72 h / 0 °C

6: 95 percent / DMAP / tetrahydrofuran / 4 h / Ambient temperature

7: 86 percent / 1M HCl / ethyl acetate / 1.) 0 deg C to room temperature, 1 h, 2.) room temperature, 4 h

8: 1.) NCS, DMS, 2.) Et₃N / 1.) toluene, -25 deg C, 6 h, 2.) -25 deg C, 10 min; room temperature, 1 h

With hydrogenchloride; dmap; N-chloro-succinimide; lithium aluminium tetrahydride; n-butyllithium; borane-THF; 2,3-dimercapto-succinic acid; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1021/jo981723s

Reference yield:

: 219943-37-0
3,4-dibromo-1H-indole

: 219943-47-2
4-Bromo-3-[(R)-3-oxo-2-(9-phenyl-9H-fluoren-9-ylamino)-propyl]-indole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N, DMAP / tetrahydrofuran / 14 h

2: 1.) n-BuLi / 1.) THF, -78 deg C, 90 min, 2.) THF, -75 deg C, 4 h

3: 99 percent / NaOMe / tetrahydrofuran / 1 h / Ambient temperature

4: 91 percent / DMAO, BH₃*THF / tetrahydrofuran / 72 h / 0 °C

5: 95 percent / DMAP / tetrahydrofuran / 4 h / Ambient temperature

6: 86 percent / 1M HCl / ethyl acetate / 1.) 0 deg C to room temperature, 1 h, 2.) room temperature, 4 h

7: 1.) NCS, DMS, 2.) Et₃N / 1.) toluene, -25 deg C, 6 h, 2.) -25 deg C, 10 min; room temperature, 1 h

With hydrogenchloride; dmap; N-chloro-succinimide; n-butyllithium; borane-THF; 2,3-dimercapto-succinic acid; sodium methylate; triethylamine; In tetrahydrofuran; ethyl acetate;
DOI:10.1021/jo981723s