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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481911Generated: October 26, 2026

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

https://huagongshe.com/reaction/1481911

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 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-carboxylateHCID 57806828—
SolventDichloromethaneHCID 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 trifluoroacetateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409888B2
Source datasetuspto-grants-2016_08
ORD IDord-63bb92c369d449969b4422110e0c6faf
Source noteuspto-grants-2016_08