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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63740Generated: October 25, 2026

Tetrabutylammonium Fluoride → (S)-2-(2,6-dichloro-4-hydroxy-benzoylamino)-3-[4-(1,3,6-trimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]propionic acid propyl ester

https://huagongshe.com/reaction/63740

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant(S)-2-(2,6-dichloro-4-triisopropylsilanyloxy-benzoylamino)-3-[4-(1,3,6-trimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]propionic acid propyl esterHCID 89721092—
Product(S)-2-(2,6-dichloro-4-hydroxy-benzoylamino)-3-[4-(1,3,6-trimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]propionic acid propyl esterHCID 89720687—

Reaction Steps

The title compound was prepared using a similar procedure as described in Example 5, Step 4, starting from (S)-2-(2,6-dichloro-4-triisopropylsilanyloxy-benzoylamino)-3-[4-(1,3,6-trimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)phenyl]propionic acid propyl ester (1.66 g, 2.35 mmol) and TBAF (3.5 mL, 3.5 mmol, 1M), and after ISCO column chromatography purification, resulted in a white solid (884 mg, 69%). ES(+)-LRMS m/e calcd. for C26H27Cl2N3O6 (M+H)+ 548, obsd. 548.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447035B2
Source datasetuspto-grants-2016_09
ORD IDord-4952f93a9b2249bb81999aa33d8dd3fe
Source noteuspto-grants-2016_09