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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1156948Generated: October 31, 2026

Dicyclohexylcarbodiimide → HCID 12802629, compound

https://huagongshe.com/reaction/1156948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant3a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dioneHCID 89529—
ReactantBoc-D-asparagineHCID 1623168—
ReactantHCID 12802621HCID 12802621—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 12802629HCID 12802629—

Reaction Steps

0.85 g of Z-Gly-MePhe-NHNHCONH2 is subjected to catalytic reduction in methanol, dissolved in 10 ml of DMF, and after ice-cooling, 0.46 g of BOC-(D)-Asn-OH, 0.40 g of HONB and 0.45 g of DCC are added. The mixture is stirred for 15 hours. The precipitated DCU is filtered off, the solvent is distilled off and the residue is dissolved in n-butanol. The solution is washed with saturated aqueous sodium hydrogen carbonate and aqueous sodium chloride in that order and dried over anhydrous sodium sulfate. The solvent is distilled off, ether is added to the residue and the mixture is filtered to obtain a powder. Yield 0.78 g; m.p. 133°-136° C.; [α]D24 -36.5° (c=1.0, DMF); Rf1 0.09.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04337247
Source datasetuspto-grants-1982_06
ORD IDord-2d066b64f30b435f9b072f8ff855f2b7
Source noteuspto-grants-1982_06