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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1763728Generated: October 31, 2026

Dicyclohexylcarbodiimide → HCID 178465152, compound

https://huagongshe.com/reaction/1763728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantN-(Benzyloxycarbonyl)-D-phenylalanineHCID 675678—
ReactantHCID 178465164HCID 178465164—
SolventDimethylformamideHCID 6228—
ProductHCID 178465152HCID 178465152—

Reaction Conditions

Temperature23 °C

Reaction Steps

A mixture of the above product g), 900 mg. of Nα -benzyloxycarbonyl-D-phenylalanine [cf. Yajima and Kubo, J. Am. Chem. Soc., 87, 2039 (1965)] and 400 mg. of 1-hydroxybenztriazole is dissolved in 40 ml. of dimethylformamide and then cooled and treated with 700 mg. of dicyclohexylcarbodiimide. The reaction is stirred at 23° C. for three days, filtered and the filtrate evaporated at 50° C. and under reduced pressure. The residue is obtained solid by repeated precipitation from methanol by ether and by ethyl acetate and ether; liquifies 130°-135° C.; [α]D23 -69° (c 1.02, methanol); ultraviolet in methanol λmax 258 E11 5.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04111923
Source datasetuspto-grants-1978_09
ORD IDord-238d6f8ba61f4abcbdd58af5062493d1
Source noteuspto-grants-1978_09