HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-4-[[(S)-2-(3-chloro-4-trifluoromethyl-phenylamino)-propionyl]-(2,2-dimethoxy-ethyl)-amino]-5-methoxy-pentanoic acid tert-butyl ester → (S)-4-[(S)-4-(3-Chloro-4-trifluoromethyl-phenyl)-3-methyl-2-oxo-piperazin-1-yl]-5-methoxy-pentanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-4-[[(S)-2-(3-chloro-4-trifluoromethyl-phenylamino)-propionyl]-(2,2-dimethoxy-ethyl)-amino]-5-methoxy-pentanoic acid tert-butyl ester | HCID 67074277 | — |
| Reactant | TFA triethylsilane | HCID 131722655 | — |
| Product | (S)-4-[(S)-4-(3-Chloro-4-trifluoromethyl-phenyl)-3-methyl-2-oxo-piperazin-1-yl]-5-methoxy-pentanoic acid | HCID 67074561 | 36% |
Reaction Steps
In analogy to intermediate 44C, (S)-4-[[(S)-2-(3-chloro-4-trifluoromethyl-phenylamino)-propionyl]-(2,2-dimethoxy-ethyl)-amino]-5-methoxy-pentanoic acid tert-butyl ester was cyclized with trifluoroacetic acid/triethylsilane to give the titled compound in 36% yield as brown oil. MS: 421.2 (MH+, 1Cl).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445674B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-1a09739ad3ea46c7a8d1a261344741ce |
| Source note | uspto-grants-2013_05 |