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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1456650Generated: October 30, 2026

Trifluoroacetic acid → 3(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetylamino)-4-oxo-butyric Acid

https://huagongshe.com/reaction/1456650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant3(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetylamino)-4-oxo-butyric Acid tert-Butyl Ester SemicarbazoneHCID 54574580—
SolventDichloromethaneHCID 6344—
Product3(S)-(2-((2(S)-Benzoylamino-3-methylbutyryl)benzylamino)acetylamino)-4-oxo-butyric AcidHCID 54405243—

Reaction Steps

To a suspension of compound 705 (600 mg, 1.04 mmol) in CH2Cl2 (10 mL) was added TFA (4.0 mL) and the reaction allowed to stir for 4 hr. The reaction was concentrated in vacuo and the residue co-concentrated with toluene (3×). The residue was dissolved in MeOH (10 mL) and treated with HOAc (2.0 mL) followed by formaldehyde (2.0 mL). After stirring for 3 hr at rt, the reaction was concentrated in vacuo. Prep-HPLC provided 89 mg of compound 706: 1H NMR (500 MHz, CD3OD) 68.34-8.21 (m), 7.80-7.69 (m), 7.51-7.02 (m), 4.99-4.81 (m), 4.73-4.59 (m), 4.57-4.56 (m), 4.35-4.12 (m), 4.07-3.96 (m), 3.93-3.84 (m), 2.64-2.51 (m), 2.49-2.31 (m), 2.29-2.13 (m), 1.02-0.80 (m). ##STR85##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05843904
Source datasetuspto-grants-1998_12
ORD IDord-837a6b216c36401d911878a602bb0ed0
Source noteuspto-grants-1998_12