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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845977Generated: October 31, 2026

Hydrochloric Acid → HCID 71041832, compound

https://huagongshe.com/reaction/1845977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium 2-methylbutan-2-olateHCID 2733478—
ReactantHCID 58798563HCID 58798563—
ReactantHCID 86673690HCID 86673690—
SolventDimethylformamideHCID 6228—
ProductHCID 71041832HCID 7104183270.4%

Reaction Steps

A mixture of tert-butyl (2R,6S,13aS,14aR,16aS,Z)-14a-(cyclopropylsulfonylcarbamoyl)-2-hydroxy-5,16-dioxo-1,2,3,5,6,7,8,9,10,11,13a,14,14a,15,16,16a-hexadecahydrocyclopropa[e]pyrrolo[1,2-a][1,4]diazacyclopentadecin-6-ylcarbamate (2c, 0.376 g, 0.660 mmol), 6-chloro-8-fluorophenanthridine (2b, 0.153 g, 0.660 mmol) and sodium 2-methylbutan-2-olate (0.218 g, 1.981 mmol) in dimethylformamide (6.6 mL) was stirred at room temperature for 2 h. The reaction mixture was added dropwise to 2N HCl (200 mL) and the resulting solid was collected by vacuum filtration, rinsed with water, and dried. The solid was purified by flash chromatography on silica gel, eluting with acetone/hexane, to provide the title compound (0.355 g, 70% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08951964B2
Source datasetuspto-grants-2015_02
ORD IDord-341b0335139f49ddba576449cf06e90f
Source noteuspto-grants-2015_02