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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1068158Generated: November 1, 2026

alpha-(R)-(3-(S)-((4-Benzoimidazol-1-yl-piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-cyclobutylpropionic acid, benzyl ester → alpha-(R)-(3-(S)-((4-Benzoimidazol-1-yl-piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-cyclobutylpropionic Acid

https://huagongshe.com/reaction/1068158

Reaction equation

Participants

RoleNameHCIDCharge
Reactantalpha-(R)-(3-(S)-((4-Benzoimidazol-1-yl-piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-cyclobutylpropionic acid, benzyl esterHCID 86757025—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductAmmonium HydroxideHCID 149231%
Productalpha-(R)-(3-(S)-((4-Benzoimidazol-1-yl-piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl)pyrrolidin-1-yl)-3-cyclobutylpropionic AcidHCID 20664155141.4%

Reaction Steps

The title compound was prepared from 20 mg of α-(R)-(3-(S)-((4-benzoimidazol-1-yl-piperidin-1-yl)methyl)-4-(S)-(3-fluorophenyl) pyrrolidin-1-yl)-3-cyclobutylpropionic acid, benzyl ester (from, step A) and 10 mg of 10% palladium on carbon in 4 mL of MeOH using a procedure analogous to that described in Example 1, Step E, except that the title compound was purified by flash chromatography eluting with 10% CH3OH in CH2Cl2, then 15% CH3OH and 1% NH4OH in CH2Cl2 to give 12 mg of the title compound as solid. ESI-MS 505 (M+H); HPLC A: 1.68 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06248755B1
Source datasetuspto-grants-2001_06
ORD IDord-3e61d19eaf94497eac51906a7378758e
Source noteuspto-grants-2001_06