HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(2-tert-Butoxycarbonylamino-ethylcarbamoyl)-1H-indole-2-carboxylic acid pentafluorophenyl ester → [2-({2-[5-(3-Carbamimidoyl-propylcarbamoyl)-1-(3-methyl-butyl)-1H-pyrrol-3-ylcarbamoyl]-1H-indole-5-carbonyl}-amino)-ethyl]-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(2-tert-Butoxycarbonylamino-ethylcarbamoyl)-1H-indole-2-carboxylic acid pentafluorophenyl ester | HCID 86591604 | — |
| Reactant | 1-(3-Methyl-butyl)-4-nitro-1H-pyrrole-2-carboxylic acid (3-carbamimidoyl-propyl)-amide | HCID 86760303 | — |
| Product | [2-({2-[5-(3-Carbamimidoyl-propylcarbamoyl)-1-(3-methyl-butyl)-1H-pyrrol-3-ylcarbamoyl]-1H-indole-5-carbonyl}-amino)-ethyl]-carbamic acid tert-butyl ester | HCID 69599326 | 58% |
Reaction Steps
1-(3-Methyl-butyl)-4-nitro-1H-pyrrole-2-carboxylic acid (3-carbamimidoyl-propyl)-amide (prepared by the methods described in Dyatkina et al. J. Med. Chem., 45:805–817, 2002) was reduced to its amine by hydrogenation according to the procedure for 97. The amine was then coupled with compound 33 according to the similar procedure for preparation of compound 95 to give compound 101 in 58% yield. MS: 609.33 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07141680B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-45dcb7f6149b4946b7469f0ab798de48 |
| Source note | uspto-grants-2006_11 |