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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1606838Generated: November 2, 2026

Dicyclohexylcarbodiimide → HCID 131710180, compound

https://huagongshe.com/reaction/1606838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantPentafluorophenolHCID 13041—
ReactantHCID 53645221HCID 53645221—
ReactantHCID 131710178HCID 131710178—
SolventDimethylformamideHCID 6228—
ProductHCID 131710180HCID 13171018089%

Reaction Conditions

Temperature0 °C

Reaction Steps

2.45 g. (13.3 mmoles) of pentafluorophenol, 1.31 g. (4.02 mmoles) of Z-Asn-Gly-OH (see Example 1) and 5.4 g. (4.02 mmoles) of H-27-32-OtBu are dissolved in 24 ml. of dry DMF, thereafter the solution is cooled to 0°C, and 0.915 g. (4.43 mmoles) of DCC are added to it. The reaction mixture is stirred at 0°C for 0.5 hours and at room temperature for 2.5 hours. The separated DCU is filtered off, and the filtrate is evaporated to dryness. The solid residue is triturated with ethyl acetate, filtered, and washed with hot ethyl acetate. 4.12 g. (89 %) of Z-25-32-OtBu are obtained. M.p.: 200°-201°C; Rf3 = 0.6; [α]D = -13.9° (c = 1, in DMF).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03953415
Source datasetuspto-grants-1976_04
ORD IDord-0b0e8817099e4efd9e986086000de0e5
Source noteuspto-grants-1976_04