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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747129Generated: October 30, 2026

Water → 2-((1S,4S)-4-((tert-butoxycarbonyl)amino)-1-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)cyclopent-2-en-1-yl)acetic acid

https://huagongshe.com/reaction/1747129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactanttert-butyl ((1S,4S)-4-(2-hydroxyethyl)-4-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)cyclopent-2-en-1-yl)carbamateHCID 86708129—
SolventAcetoneHCID 180—
Product2-((1S,4S)-4-((tert-butoxycarbonyl)amino)-1-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)cyclopent-2-en-1-yl)acetic acidHCID 86708137—

Reaction Steps

To a solution of the product of Example 1, Step D (508 mg, 1.12 mmol, 1 eq) in acetone (10 mL) at 0° C. was added Jones oxidation solution (0.46 mL, 1.23 mmol, 1.1 eq). After 2 hr, water was added, the aqueous was extracted with ethyl acetate, the organics combined, dried over MgSO4 and concentrated to afford the product of Step A that was used unpurified in the next step. Calculated for C22H26F3N3O5: 492.2 (M+23). found: 492.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150532B2
Source datasetuspto-grants-2015_10
ORD IDord-1edbffe019204f8bad81e4b022778728
Source noteuspto-grants-2015_10