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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1429082Generated: October 31, 2026

Methanol → HCID 68008615, compound

https://huagongshe.com/reaction/1429082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantHCID 68009052HCID 68009052—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 68008615HCID 6800861599.7%

Reaction Conditions

Temperature40 °C

Reaction Steps

To (2R,6S,13aS,14aR,16aS)-ethyl 6-(tert-butoxycarbonylamino)-12,12-difluoro-2-hydroxy-5,16-dioxooctadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecine-14a-carboxylate (Example 7i, 900 mg, 1.693 mmol) was added tetrahydrofuran (5.6 ml), methanol (2.80 ml) and water (2.80 ml). Lithium hydroxide monohydrate (145.44 mg, 3.47 mmol) was added at room temperature, and the reaction mixture was stirred at 40° C. for 16 h. The reaction mixture was diluted with CH3CN and neutralized with HCl (2 N, 1.7 ml). The mixture was concentrated under reduced pressure and azeotroped with chloroform followed by ethyl acetate and dried overnight at reduced pressure to provide the title compound (850 mg, quantitative yield). This material was utilized in subsequent reactions without additional purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08937041B2
Source datasetuspto-grants-2015_01
ORD IDord-c4f3dde632c5490bbe6b3135b7da677b
Source noteuspto-grants-2015_01