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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481242Generated: October 31, 2026

Trifluoroacetic acid methylene chloride → (6S)-3-{[(Benzyloxy)carbonyl]amino}-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylic acid

https://huagongshe.com/reaction/481242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acid methylene chlorideHCID 21863450—
Reactanttert-Butyl (S)-3-{[(benzyloxy)carbonyl]amino}-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylateHCID 54224046—
SolventWaterHCID 962—
Product(6S)-3-{[(Benzyloxy)carbonyl]amino}-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylic acidHCID 53717804—

Reaction Steps

tert-Butyl ester 1h (11.13 g, 28.9 mmol) was dissloved in 1:1 CH2Cl2/TFA. 1 mL H2O was added and the mixture was stirred overnight at rt. The mixture was concentrated and the resultant residue was co-evaporated with CCl4 (3×). The residual oil was triturated with 1:1 Et2O/hexanes (100 mL) and the solid (9.0 g, 95%) was collected and dried, to provide 1i. 1H NMR (300 MHz, CDCl3) δ8.69 (br s, 1H), MS (ESI) 330.3 (M+H+); 328.3 (M−H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06653295B2
Source datasetuspto-grants-2003_11
ORD IDord-758bc9327ec14cef9c424391efb96bf5
Source noteuspto-grants-2003_11