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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600290Generated: October 25, 2026

Trifluoroacetic acid → (S)-2-Amino-3-(4-iodophenyl)propanamide

https://huagongshe.com/reaction/600290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-(tert-Butoxycarbonyl)-4-iodo-(L)-phenylalaninamideHCID 67269262—
SolventDichloromethaneHCID 6344—
Product(S)-2-Amino-3-(4-iodophenyl)propanamideHCID 44770595.2%

Reaction Steps

N-(tert-Butoxycarbonyl)-4-iodo-(L)-phenylalaninamide (4.24 g) was dissolved in DCM (20 mL) and to the solution was added TFA (20 mL). The reaction mixture was stirred, at room temperature, for 0.5 h then concentrated to dryness under reduced pressure. The crude material obtained was loaded onto an SCX cartridge. Non-basic impurities were washed off with a 1:1 mixture of DCM and methanol, then the cartridge was eluted with 10% ammonia in methanol. Eluent from the latter was concentrated to dryness to give the free base of the sub-title compound (3 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902181B2
Source datasetuspto-grants-2011_03
ORD IDord-4aa6646318344b6c81f9321ecd07d11b
Source noteuspto-grants-2011_03