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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104210Generated: November 1, 2026

Sodium hydride → HCID 68816339, compound

https://huagongshe.com/reaction/2104210

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantN-((tert-Butoxy)carbonyl)-D-tryptophanHCID 111050—
Reactant(Bromomethyl)cyclobutaneHCID 2734658—
SolventDimethylformamideHCID 6228—
ProductHCID 68816339HCID 68816339—

Reaction Steps

In a 20 mL vial, NaH (60% in mineral oil) (0.092 g, 2.30 mmol) was added to a solution of N-(tert-butoxycarbonyl)-D-tryptophan (0.200 g, 0.657 mmol) in anhydrous N,N-dimethylformamide (4 mL) at 0° C. The reaction mixture was placed in a shaker for 20 min. at 0° C. (Bromomethyl)cyclobutane (0.074 mL, 0.657 mmol) was added to the solution and allowed to react for 10 hours at 0° C. The reaction mixture was quenched with H2O and acidified with 1M NaHSO4 until pH=3. The solution was extracted with CH2Cl2, washed with brine, dried over Na2SO4, and concentrated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576222B2
Source datasetuspto-grants-2009_08
ORD IDord-eca906a2424544a8ae686ec901241dbd
Source noteuspto-grants-2009_08