5-[(S)-1-(Adamantan-1-ylcarbamoyl)-2-(4-tert-butoxy-phenyl)-ethylcarbamoyl]-1-(6-azido-hexyl)-1H-pyrrole-2-carboxylic acid 5-azido-pentyl ester

Base Information

Chemical Name:5-[(S)-1-(Adamantan-1-ylcarbamoyl)-2-(4-tert-butoxy-phenyl)-ethylcarbamoyl]-1-(6-azido-hexyl)-1H-pyrrole-2-carboxylic acid 5-azido-pentyl ester
CAS No.:198007-50-0
Molecular Formula:C₄₀H₅₇N₉O₅
Molecular Weight:743.95
Hs Code.:

Synonyms:5-[(S)-1-(Adamantan-1-ylcarbamoyl)-2-(4-tert-butoxy-phenyl)-ethylcarbamoyl]-1-(6-azido-hexyl)-1H-pyrrole-2-carboxylic acid 5-azido-pentyl ester

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Chemical Property of 5-[(S)-1-(Adamantan-1-ylcarbamoyl)-2-(4-tert-butoxy-phenyl)-ethylcarbamoyl]-1-(6-azido-hexyl)-1H-pyrrole-2-carboxylic acid 5-azido-pentyl ester

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Technology Process of 5-[(S)-1-(Adamantan-1-ylcarbamoyl)-2-(4-tert-butoxy-phenyl)-ethylcarbamoyl]-1-(6-azido-hexyl)-1H-pyrrole-2-carboxylic acid 5-azido-pentyl ester

There total 9 articles about 5-[(S)-1-(Adamantan-1-ylcarbamoyl)-2-(4-tert-butoxy-phenyl)-ethylcarbamoyl]-1-(6-azido-hexyl)-1H-pyrrole-2-carboxylic acid 5-azido-pentyl 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: 84.0%

: 194673-22-8
(2S)-N-Adamantyl-2-amino-3-[(4-tert-butoxy)phenyl]propanamide

: 198007-49-7
1-(6-Azido-hexyl)-1H-pyrrole-2,5-dicarboxylic acid mono-(5-azido-pentyl) ester

: 198007-50-0
5-[(S)-1-(Adamantan-1-ylcarbamoyl)-2-(4-tert-butoxy-phenyl)-ethylcarbamoyl]-1-(6-azido-hexyl)-1H-pyrrole-2-carboxylic acid 5-azido-pentyl ester

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 40 ℃; for 12h;

Reference yield:

: 1193-62-0
methyl Pyrrole-2-carboxylate

: 198007-50-0
5-[(S)-1-(Adamantan-1-ylcarbamoyl)-2-(4-tert-butoxy-phenyl)-ethylcarbamoyl]-1-(6-azido-hexyl)-1H-pyrrole-2-carboxylic acid 5-azido-pentyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 82 percent / POCl₃ / 1,2-dichloro-ethane / 1 h / 50 °C

2: 98 percent / K₂CO₃, 18-crown-6 / acetonitrile / 10 h / 70 °C

3: 94 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

4: 89 percent / PPh₃, HN₃, DEAD / CH₂Cl₂ / 1 h / 0 °C

5: 99 percent / KOH / tetrahydrofuran; methanol / 3 h / Heating

6: 82 percent / DCC, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

7: 96 percent / aq. KMnO₄, KH₂PO₄ / 2-methyl-propan-2-ol / 0.5 h / Ambient temperature

8: 84 percent / DCC, HOBT / dimethylformamide / 12 h / 40 °C

With dmap; potassium hydroxide; potassium permanganate; potassium dihydrogenphosphate; 18-crown-6 ether; tris-(2-chloro-ethyl)-amine; tetrabutyl ammonium fluoride; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;

Reference yield:

: 1197-13-3
methyl 5-formyl-1H-pyrrole-2-carboxylate

: 198007-50-0
5-[(S)-1-(Adamantan-1-ylcarbamoyl)-2-(4-tert-butoxy-phenyl)-ethylcarbamoyl]-1-(6-azido-hexyl)-1H-pyrrole-2-carboxylic acid 5-azido-pentyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / K₂CO₃, 18-crown-6 / acetonitrile / 10 h / 70 °C

2: 94 percent / TBAF / tetrahydrofuran / 2 h / Ambient temperature

3: 89 percent / PPh₃, HN₃, DEAD / CH₂Cl₂ / 1 h / 0 °C

4: 99 percent / KOH / tetrahydrofuran; methanol / 3 h / Heating

5: 82 percent / DCC, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

6: 96 percent / aq. KMnO₄, KH₂PO₄ / 2-methyl-propan-2-ol / 0.5 h / Ambient temperature

7: 84 percent / DCC, HOBT / dimethylformamide / 12 h / 40 °C

With dmap; potassium hydroxide; potassium permanganate; potassium dihydrogenphosphate; 18-crown-6 ether; tris-(2-chloro-ethyl)-amine; tetrabutyl ammonium fluoride; potassium carbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;