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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755486Generated: October 31, 2026

Trifluoroacetic acid → (S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(2-((5-(hydroxymethyl)thiazol-2-yl)amino)acetamido)propanoate

https://huagongshe.com/reaction/1755486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium borohydrideHCID 4311764—
Reactant(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(2-((5-formylthiazol-2-yl)amino)acetamido)propanoateHCID 86700128—
SolventMethanolHCID 887—
Product(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(2-((5-(hydroxymethyl)thiazol-2-yl)amino)acetamido)propanoateHCID 86700129—

Reaction Steps

To a solution of material from Example 106 (10 mg, 0.026 mmol) in methanol (1.5 mL) is added sodium borohydride (3.5 mg, 0.093 mmol). The reaction is allowed to stir at room temp for 1 min, cooled to 0° C., quenched with trifluoroacetic acid (26.5 μL, 0.344 mmol) and the solvent removed in vacuo. The resulting residue is used immediately in the next reaction. LC/MS (Condition A): ret, T=2.54 min, (M+Na) 411.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169295B2
Source datasetuspto-grants-2015_10
ORD IDord-b48bfcec8b564ee1897bd790d5340fb8
Source noteuspto-grants-2015_10