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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530707Generated: November 4, 2026

Hydrochloric Acid → (1R,2R,4R)-2-(tert-butoxycarbonyl)-4-(tert-butyldiphenylsilyloxy)cyclohexanecarboxylic acid

https://huagongshe.com/reaction/530707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
Reactant(1R,2R,4R)-2-tert-butyl 1-methyl 4-(tert-butyldiphenylsilyloxy)cyclohexane-1,2-dicarboxylateHCID 58282737—
SolventOxolane--water (1/1)HCID 21881883—
Product(1R,2R,4R)-2-(tert-butoxycarbonyl)-4-(tert-butyldiphenylsilyloxy)cyclohexanecarboxylic acidHCID 5828261863%

Reaction Steps

A solution of compound 7 (4.2 mmol) and LiOH (16.8 mmol) in THF/H2O 1/1 (40 mL) was stirred at room temperature for 16 hrs. The reaction mixture was neutralized with 1N HCl to pH 2, and then extracted with DCM (100 mL). Organics were concentrated under reduced pressure and purified by chromatography on silica gel (Cyclohexane/EtOAc) to yield compound 8 as pale yellow oil in 63% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353100B2
Source datasetuspto-grants-2016_05
ORD IDord-37184622fae6465b8af571bd9636471e
Source noteuspto-grants-2016_05