N-{(2R)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}(2S)-2-[(aminocyclohexyl)carbonylamino]-3-carbamoylpropanamide

Base Information

Chemical Name:N-{(2R)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}(2S)-2-[(aminocyclohexyl)carbonylamino]-3-carbamoylpropanamide
CAS No.:666259-67-2
Molecular Formula:C₂₆H₃₇N₅O₃
Molecular Weight:467.611
Hs Code.:

Synonyms:N-{(2R)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}(2S)-2-[(aminocyclohexyl)carbonylamino]-3-carbamoylpropanamide

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Chemical Property of N-{(2R)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}(2S)-2-[(aminocyclohexyl)carbonylamino]-3-carbamoylpropanamide

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Technology Process of N-{(2R)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}(2S)-2-[(aminocyclohexyl)carbonylamino]-3-carbamoylpropanamide

There total 12 articles about N-{(2R)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}(2S)-2-[(aminocyclohexyl)carbonylamino]-3-carbamoylpropanamide 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: 86.0%

: 852715-08-3
N-{(2R)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}(2S)-3-carbamoyl-2-({[(fluoren-9-ylmethoxy)carbonylamino]cyclohexyl}carbonylamino)propanamide

: 666259-67-2
N-{(2R)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}(2S)-2-[(aminocyclohexyl)carbonylamino]-3-carbamoylpropanamide

Guidance literature:: With piperidine; In acetonitrile; at 20 ℃; for 1.5h;
DOI:10.1021/jm030440b

Reference yield:

: 666259-64-9
2-{(2S)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}-2-hydrocyclopenta[1,2-a]benzene-1,3-dione

: 666259-67-2
N-{(2R)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}(2S)-2-[(aminocyclohexyl)carbonylamino]-3-carbamoylpropanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 84 percent / NH₂NH₂ / ethanol; H₂O / 3 h / Heating

2.1: 1-hydroxybenzotriazole; diisopropylcarbodiimide / dimethylformamide / 0.17 h / 20 °C

2.2: dimethylformamide / 12 h / 20 °C

3.1: 491 mg / aq. HCl / acetonitrile / 12 h / 20 °C

4.1: 83 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 12 h / 20 °C

5.1: 86 percent / piperidine / acetonitrile / 1.5 h / 20 °C

With piperidine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; hydrazine; diisopropyl-carbodiimide; In ethanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm030440b

Reference yield:

: 666259-63-8
(2S)-2-[(5-methylindol-1-yl)methyl]pent-4-en-1-ol

: 666259-67-2
N-{(2R)-2-[(5-methylindol-1-yl)methyl]pent-4-enyl}(2S)-2-[(aminocyclohexyl)carbonylamino]-3-carbamoylpropanamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 88 percent / diisopropyl azodicarboxylate; PPh₃ / tetrahydrofuran / 12 h / 20 °C

2.1: 84 percent / NH₂NH₂ / ethanol; H₂O / 3 h / Heating

3.1: 1-hydroxybenzotriazole; diisopropylcarbodiimide / dimethylformamide / 0.17 h / 20 °C

3.2: dimethylformamide / 12 h / 20 °C

4.1: 491 mg / aq. HCl / acetonitrile / 12 h / 20 °C

5.1: 83 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 12 h / 20 °C

6.1: 86 percent / piperidine / acetonitrile / 1.5 h / 20 °C

With piperidine; hydrogenchloride; di-isopropyl azodicarboxylate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; hydrazine; diisopropyl-carbodiimide; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Mitsunobu reaction;
DOI:10.1021/jm030440b