HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → {(3S,5S)-5-[(R)-(1,2,3,4-Tetrahydro-naphthalen-1-yl)carbamoyl]-pyrrolidin-3-yl}-carbamic acid 9H-fluoren-9-ylmethyl ester trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | (2S,4S)-tert-butyl 4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)pyrrolidine-1-carboxylate | HCID 57806828 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | {(3S,5S)-5-[(R)-(1,2,3,4-Tetrahydro-naphthalen-1-yl)carbamoyl]-pyrrolidin-3-yl}-carbamic acid 9H-fluoren-9-ylmethyl ester trifluoroacetate | HCID 90220816 | — |
Reaction Steps
To a solution of (2S,4S)-4-(9H-fluoren-9-ylmethoxycarbonylamino)-2-[(R)-(1,2,3,4-tetrahydro-naphthalen-1-yl)carbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (Intermediate 21) (9.5 g, 16.35 mmol) in DCM (50 mL) at 0° C. was added TFA (49 mL, 654.045 mmol) dropwise and the cooling bath removed. After 16 h the mixture was concentrated and the residue was triturated with ether to provide the title compound as an off white solid (9.55 g). LC-MS: 482 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409888B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-63bb92c369d449969b4422110e0c6faf |
| Source note | uspto-grants-2016_08 |