N-{[1-(tert-butoxycarbonyl)-2-cyclohexyl-2,3-dihydro-1H-indol-2-yl]carbonyl}-L-leucine

Base Information

Chemical Name:N-{[1-(tert-butoxycarbonyl)-2-cyclohexyl-2,3-dihydro-1H-indol-2-yl]carbonyl}-L-leucine
CAS No.:820251-14-7
Molecular Formula:C₂₆H₃₈N₂O₅
Molecular Weight:458.598
Hs Code.:

Synonyms:N-{[1-(tert-butoxycarbonyl)-2-cyclohexyl-2,3-dihydro-1H-indol-2-yl]carbonyl}-L-leucine

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Chemical Property of N-{[1-(tert-butoxycarbonyl)-2-cyclohexyl-2,3-dihydro-1H-indol-2-yl]carbonyl}-L-leucine

Chemical Property:

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Technology Process of N-{[1-(tert-butoxycarbonyl)-2-cyclohexyl-2,3-dihydro-1H-indol-2-yl]carbonyl}-L-leucine

There total 6 articles about N-{[1-(tert-butoxycarbonyl)-2-cyclohexyl-2,3-dihydro-1H-indol-2-yl]carbonyl}-L-leucine 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:

: 852872-36-7
2-(1-benzyloxycarbonyl-3-methyl-butylcarbamoyl)-2-cyclohexyl-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

: 820251-14-7
N-{[1-(tert-butoxycarbonyl)-2-cyclohexyl-2,3-dihydro-1H-indol-2-yl]carbonyl}-L-leucine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 1h; under 1551.44 Torr;
DOI:10.1021/jm049435d

Reference yield:

: 1738-69-8
L-Leucine benzyl ester

: 820251-14-7
N-{[1-(tert-butoxycarbonyl)-2-cyclohexyl-2,3-dihydro-1H-indol-2-yl]carbonyl}-L-leucine

Guidance literature:: Multi-step reaction with 2 steps

1: HATU; DIEA / CH₂Cl₂ / 12 h

2: 57 mg / H₂ / Pd/C / methanol / 1 h / 1551.44 Torr

With hydrogen; 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 methanol; dichloromethane;
DOI:10.1021/jm049435d

Reference yield:

: 1521-51-3,113667-32-6
rac-3-bromocyclohexene

: 820251-14-7
N-{[1-(tert-butoxycarbonyl)-2-cyclohexyl-2,3-dihydro-1H-indol-2-yl]carbonyl}-L-leucine

Guidance literature:: Multi-step reaction with 4 steps

1.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 - -30 °C

1.2: 70 percent / tetrahydrofuran; toluene / -78 - 20 °C

2.1: 95 percent / aq. NaOH / tetrahydrofuran / 72 h / 90 °C

3.1: HATU; DIEA / CH₂Cl₂ / 12 h

4.1: 57 mg / H₂ / Pd/C / methanol / 1 h / 1551.44 Torr

With sodium hydroxide; hydrogen; potassium hexamethylsilazane; 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; methanol; dichloromethane; toluene;
DOI:10.1021/jm049435d