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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2175007Generated: November 1, 2026

Sodium Carbonate → Cis-8-Benzyl 3-Tert-Butyl 3,8-Diazabicyclo[4.2.0]Octane-3,8-Dicarboxylate

https://huagongshe.com/reaction/2175007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBenzyl chloroformateHCID 10387—
Reactant(1S,6R)-3-Boc-3,8-diazabicyclo[4.2.0]octaneHCID 16099093—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductCis-8-Benzyl 3-Tert-Butyl 3,8-Diazabicyclo[4.2.0]Octane-3,8-DicarboxylateHCID 67086554101.9%

Reaction Steps

To (1S,6R)-tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate (1.4 g, 6.8 mmol) in THF (35 mL) and H2O (35 mL) was added Na2CO3 (1.4 g. 13.6 mmol) and CbzCl (1.1 mL, 7.5 mmol). After 18 h, the reaction mix was diluted with H2O and extracted with CH2Cl2 (2×). The combined organics were dried (Na2SO4) to give 2.4 g of the title compound as a clear oil that was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09062044B2
Source datasetuspto-grants-2015_06
ORD IDord-84f9e8c1a35a41ddada021d391256adb
Source noteuspto-grants-2015_06