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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1982312Generated: November 2, 2026

Dicyclohexylcarbodiimide → HCID 178455896, compound

https://huagongshe.com/reaction/1982312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant3a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dioneHCID 89529—
ReactantHCID 178451946HCID 178451946—
ReactantHCID 178455903HCID 178455903—
SolventDimethylformamideHCID 6228—
ProductHCID 178455896HCID 178455896—

Reaction Steps

480 mg of Boc-Pro-His-Pro-Phe-His-OH (for manufacture see Example 1, stage 1.9), 340 mg of H-Sta-Ile-His-Lys(Boc)-OMe and 150 mg of HONB are dissolved, while heating, in 3.5 ml of DMF. After cooling to 0°, 170 mg of DCCI are added, whereupon stirring is carried out for 5 hours at 0° and the whole is left to stand at room temperature for 20 hours. The condensation product is precipitated by the addition of 35 ml of diisopropyl ether and filtered off. It is purified by Craig partitioning over 1000 stages in the same solvent system as described in stage 2.4 (K=0.6), yielding Boc-Pro-His-Pro-Phe-His-Sta-Ile-His-Lys(Boc)-OMe; Rf (A)=0.22; Rf (B)=0.21; Rf (E)=0.54.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04595677
Source datasetuspto-grants-1986_06
ORD IDord-f9fc76e9fd1d4c82addc793321b6312b
Source noteuspto-grants-1986_06