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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1356877Generated: November 1, 2026

Formic Acid → HCID 42256969, compound

https://huagongshe.com/reaction/1356877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantTriethylamineHCID 8471—
ReactantL-Proline 1,1-dimethylethyl esterHCID 6453108—
ReactantHCID 131723155HCID 131723155—
SolventDichloromethaneHCID 6344—
ProductHCID 42256969HCID 42256969—

Reaction Steps

PhCH2CH2SH was treated with Cl2 in a rapidly stirred mixture of CHCl3 and H2O, and then the CHCl3 layer was washed with 5% NaHSO3 and sat. NaCl, dried with MgSO4, filtered, and concentrated to give PhCH2CH2SO2Cl. This product was treated with Pro-OtBu and Et3N in CH2Cl2 to give, after aqueous workup, PhCH2CH2SO2-Pro-OtBu. This product was treated with HCO2H, and the mixture was evaporated to give PhCH2CH2SO2-Pro-OH. This product was treated with HCl.Phe-OtBu, EDAC, HOBT, and Et3N in CH2Cl2 to give, after aqueous workup and flash chromatography, PhCH2CH2SO2-Pro-Phe-OtBu. This product was treated with HCO2H, and the mixture was evaporated to give the title compound as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586602B2
Source datasetuspto-grants-2003_07
ORD IDord-4ec2bb56199640d099230bfe5458159d
Source noteuspto-grants-2003_07