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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1706295Generated: October 31, 2026

Dicyclohexylcarbodiimide → HCID 131711782, compound

https://huagongshe.com/reaction/1706295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant3a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dioneHCID 89529—
ReactantN-tert-Butoxycarbonyl-L-norleucineHCID 2733747—
ReactantHCID 131711783HCID 131711783—
SolventDimethylformamideHCID 6228—
SolventTrifluoroacetic acidHCID 6422—
ProductHCID 131711782HCID 131711782—

Reaction Steps

Boc-Asn-Thr-OBzl (3.1 g) was dissolved in TFA (30 ml), and the solution was allowed to stand at room temperature for 10 minutes, and the solvent was evaporated. The residue was triturated with ether to give powders, which were dissolved in DMF (30 ml) together with TEA (1.5 ml) and to this was added Boc-Nle-ONB which was prepared from Boc-Nle-OH (1.69 g), HONB (1.50 g) and DCC (1.73 g). The mixture was stirred at room temperature for 15 hours and the solvent was evaporated. The residue was triturated with water (50 ml) to give powders, which were collected by filtration and washed with ether. Yield 3.8 g (96.7%); m.p. 160°-163° C. [α]D21.5 -13.6° (c=0.8, DMF); Rf1 0.58

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04206199
Source datasetuspto-grants-1980_06
ORD IDord-f2cc374da3ab4046af39099f7d72128d
Source noteuspto-grants-1980_06