(1S,2R)-{2-[(3-chloro-1H-indole-6-carbonyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester

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Chemical Name:(1S,2R)-{2-[(3-chloro-1H-indole-6-carbonyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester
CAS No.:764659-49-6
Molecular Formula:C₂₀H₂₆ClN₃O₃
Molecular Weight:391.898
Hs Code.:

Synonyms:(1S,2R)-{2-[(3-chloro-1H-indole-6-carbonyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester

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Chemical Property of (1S,2R)-{2-[(3-chloro-1H-indole-6-carbonyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester

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Technology Process of (1S,2R)-{2-[(3-chloro-1H-indole-6-carbonyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester

There total 7 articles about (1S,2R)-{2-[(3-chloro-1H-indole-6-carbonyl)-amino]-cyclohexyl}-carbamic 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: 95.0%

: 219508-17-5
3-chloro-1H-indole-6-carboxylic acid

: 365996-30-1
tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate

: 764659-49-6
(1S,2R)-{2-[(3-chloro-1H-indole-6-carbonyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 4h;

Reference yield:

: 764659-69-0
tert-butyl [(1S,2S)-2-(benzyloxy)cyclohexyl]carbamate

: 764659-49-6
(1S,2R)-{2-[(3-chloro-1H-indole-6-carbonyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / H₂ / Pd-C / ethanol / 6 h / 1292.9 Torr

2: 92 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

3: NaN₃ / dimethylformamide / 80 °C

4: H₂ / Pd-C / ethanol / 6 h

5: 62 percent / HATU; DIEA / dimethylformamide

With sodium azide; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.06.029

Reference yield:

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

: 764659-49-6
(1S,2R)-{2-[(3-chloro-1H-indole-6-carbonyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / Et₃N / tetrahydrofuran

2: 96 percent / H₂ / Pd-C / ethanol / 6 h / 1292.9 Torr

3: 92 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

4: NaN₃ / dimethylformamide / 80 °C

5: H₂ / Pd-C / ethanol / 6 h

6: 62 percent / HATU; DIEA / dimethylformamide

With sodium azide; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.06.029