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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1823647Generated: November 2, 2026

5,5-Dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione → (1S,2S,5R,6S)-2-Amino-2-(3'-chlorobenzyloxycarbonyl)-bicyclo [3.1.0]hexane-6-carboxylic acid

https://huagongshe.com/reaction/1823647

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5,5-Dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrioneHCID 90509—
Reactant(1S,2S,5R,6S)-2-Allyloxycarbonylamino-2-(3'-chloro-benzyloxycarbonyl)-bicyclo [3.1.0]hexane-6-carboxylic acidHCID 23569528—
Product(1S,2S,5R,6S)-2-Amino-2-(3'-chlorobenzyloxycarbonyl)-bicyclo [3.1.0]hexane-6-carboxylic acidHCID 10286782—

Reaction Steps

(1S,2S,5R,6S)-2-Allyloxycarbonylamino-2-(3′-chloro-benzyloxycarbonyl)-bicyclo[3.1.0]hexane-6-carboxylic acid (708 mg, 1.8 mmol) was reacted with dimethylbarbituric acid (421 mg, 2.7 mmol) and tetrakis triphenylphosphine palladium (0) (42 mg; 0.02 mmol) under general procedure 4. The title compound was obtained as a white solid (385 mg, 62% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07038077B2
Source datasetuspto-grants-2006_05
ORD IDord-20f4113af7884daca775c85202a1fd44
Source noteuspto-grants-2006_05