Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692084Generated: November 2, 2026

Lithium Hydroxide → (R)-3',5'-Dichloro-4'-[2-oxo-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-3-ylmethyl]-biphenyl-4-carboxylic Acid

https://huagongshe.com/reaction/1692084

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant(R)-3',5'-dichloro-4'-[2-oxo-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-3-ylmethyl]-biphenyl-4-carboxylic acid methyl esterHCID 66904939—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product(R)-3',5'-Dichloro-4'-[2-oxo-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-3-ylmethyl]-biphenyl-4-carboxylic AcidHCID 6690494397%

Reaction Steps

Treat a solution of (R)-3′,5′-dichloro-4′-[2-oxo-1-(4-triisopropylsilanyloxy-piperidin-1-yl)-pyrrolidin-3-ylmethyl]-biphenyl-4-carboxylic acid methyl ester (0.36 g) in THF (5 mL) and methanol (2 mL) with 2N LiOH (5 mL) and stir at room temperature for 3 hours. Partition the mixture between ethyl acetate (25 mL) and 1 N HCl (10 mL). Dry the organic layer (Na2SO4) and remove the solvent in vacuo to afford 0.34 g (97%) of the title compound. MS (m/z): 619 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153807B2
Source datasetuspto-grants-2012_04
ORD IDord-922fec1e14014e0ea014fd6023a0b969
Source noteuspto-grants-2012_04