Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722989Generated: October 25, 2026

Hydrochloric Acid → HCID 178427539, compound

https://huagongshe.com/reaction/722989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantL-Glutamine, N2-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl esterHCID 7017891—
ReactantChloroform methanolHCID 21584188—
ReactantArg(Tos)-Pro-Ala-Lys(ClZ)-OBzlHCID 178427560—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178427539HCID 17842753980%

Reaction Steps

At 0° C. the solution of 467 mg (0.51 mmol) of HCl.Arg(Tos)-Pro-Ala-Lys(ClZ)-OBzl (SEQ ID NO: 12) in 20 ml of anhydrous tetrahydrofuran was adjusted to pH 9, to which he pre-cold solution of 195 mg, (0.53 mmol) of Boc-Gln-Onp in 10 ml of anhydrous tetrahydrofuran was added. The reaction mixture was stirred at room temperature for 96 h and TLC (chloroform/methanol, 9:1) indicated complete disappearance of HCl.Arg(Tos)-Pro-Ala-Lys(ClZ)-OBzl (SEQ ID NO: 12). The reaction mixture was evaporated to dryness and the residue was purified on sinica gel chromatography (CHCl3/CH3OH, 10:1) to provide 450 mg (80%) of the title compound as a glassy mass. Mp 80–82° C., FAB-MS (m/e) 1111.3[M+H]+, 1132.5[M+Na]+,1010.0[M-Boc]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138491B2
Source datasetuspto-grants-2006_11
ORD IDord-6ecd985ec1604a50b227e72a4313fe6a
Source noteuspto-grants-2006_11