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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926004Generated: October 31, 2026

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

https://huagongshe.com/reaction/926004

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 37 (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 38 as pale yellow oil in 63% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284307B2
Source datasetuspto-grants-2016_03
ORD IDord-d7a89dc963344017b905e12ac92b2e2e
Source noteuspto-grants-2016_03