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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2242435Generated: November 2, 2026

Lithium Hydroxide → (Z)-(1R,4R,6S,16R,18R)-14-tert-Butoxycarbonylamino-18-(7-methoxy-2-phenyl-quinolin-4-yloxy)-2,15-dioxo-3,14-diaza-tricyclo[14.3.0.04.6]nonadec-7-ene-4-carboxylic acid

https://huagongshe.com/reaction/2242435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant(Z)-(1R,4R,6S,16R,18R)-14-tert-Butoxycarbonylamino-18-(7-methoxy-2-phenyl-quinolin-4-yloxy)-2,15-dioxo-3,14-diaza-tricyclo[14.3.0.04,6]nonadec-7-ene-4-carboxylic acid ethyl esterHCID 11343098—
SolventMethanol tetrahydrofuran waterHCID 21892291—
Product(Z)-(1R,4R,6S,16R,18R)-14-tert-Butoxycarbonylamino-18-(7-methoxy-2-phenyl-quinolin-4-yloxy)-2,15-dioxo-3,14-diaza-tricyclo[14.3.0.04.6]nonadec-7-ene-4-carboxylic acidHCID 1132000846.4%

Reaction Steps

To a solution of 49 (27 mg, 0.037 mmol) in THF/MeOH/H2O 2:1:1 (5 mL) was added 1 M LiOH (300 μL, 0.300 mmol). The solution was stirred for 24 h at room temperature and finally for one hour at reflux. After acidification to pH 3-4 with 1 M HCl and evaporation the residue was purified by HPLC (MeOH/H2O 80:20 and MeOH/H2O 90:10) providing 50 (12 mg, 46%) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07671032B2
Source datasetuspto-grants-2010_03
ORD IDord-daac0596651c43d8b6bd0dd61ae1f53f
Source noteuspto-grants-2010_03