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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1048435Generated: October 30, 2026

Hydrochloric Acid → HCID 58573258, compound

https://huagongshe.com/reaction/1048435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 67999380HCID 67999380—
SolventMethanol tetrahydrofuran waterHCID 21892291—
ProductHCID 58573258HCID 58573258—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of (S)-methyl 2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-1-((S)-1-(N-methylcyclopropanesulfonamido)butan-2-yl)-2-oxopiperidin-3-yl)propanoate (0.041 g, 0.067 mmol) from Step B above in MeOH/THF/H2O (1 mL/1 mL/2 mL) was added lithium hydroxide (8.02 mg, 0.335 mmol). The mixture was heated to 60° C. for 14 h. The reaction mixture was acidified with 1N HCl and extracted with EtOAc (×2). The organics were pooled, washed with sat. aq. NaCl solution, dried (MgSO4), filtered and the filtrate was concentrated under reduced pressure to provide a colorless film. The crude material was purified by reverse phase preparatory HPLC (eluent: 10 to 90% acetonitrile, water, 0.1% TFA, gradient elution) to provide the title compound as the first eluting peak.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569341B2
Source datasetuspto-grants-2013_10
ORD IDord-81c9288a3f89464fb335e72837dc4854
Source noteuspto-grants-2013_10