Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927793Generated: November 2, 2026

Dimethylformamide → Fmoc-Pro-Pro-OH

https://huagongshe.com/reaction/1927793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantIsatinHCID 7054—
ReactantDiisopropylethylamineHCID 81531—
ReactantFmoc-Pro-OHHCID 688135—
ReactantPyBOPHCID 2724699—
SolventDichloromethaneHCID 6344—
ProductFmoc-Pro-Pro-OHHCID 11133845—

Reaction Steps

Resin from step A was swollen with CH2Cl2 (1×10 min) then further washed with DMF three times. The Fmoc group was removed with 20% piperidine in DMF for 30 min. Further resin washings were done with DMF (3×2 min), CH2Cl2 (3×2 min) and DMF (1×1 min). Then Fmoc-L-Proline (1.5 mmol, 2.5 equivalents with respect to initial resin loading), PyBop® (1.5 mmol) and diisopropylethylamine (3 mmol) together in DMF (10 ml) were added to the resin. The resin was shaken at room temperature for 60 min. A small sample of resin was submitted for isatin test for completion of reaction. The resin was filtered and washed with DMF (3×2 min), CH2Cl2 (2×2 min), MeOH (2×2 min), CH2Cl2 (2×2 min) and MeOH (3×2 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183280B2
Source datasetuspto-grants-2012_05
ORD IDord-0bb71be4e7b04344846772e9bf8bd734
Source noteuspto-grants-2012_05