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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185413Generated: October 29, 2026

1-Hydroxybenzotriazole → HCID 21341512, compound

https://huagongshe.com/reaction/2185413

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantN-(tert-butoxycarbonyl)glycineHCID 78288—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant(2S,4S)-1-Tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylateHCID 5200425—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
ProductHCID 21341512HCID 21341512104.7%

Reaction Steps

Triethylamine (1.13 mL), 1-hydroxybenzotriazole (1.04 g), and 1-(3-dimethylamino-propyl)-3-ethylcarbodiimide hydrochloride (1.56 g) were added to a solution of cis-4-amino-N-tert-butoxycarbonyl-L-proline methyl ester (Compound D102 (C), 1.65 g) and N-tert-butoxycarbonylglycine (1.42 g) in dichloromethane (100 mL) at 0° C. The mixture was stirred at room temperature for 19 hr and evaporated in vacuo. The residue was diluted with ethyl acetate and washed with 10% citric acid, saturated sodium hydrogen carbonate, and brine. The organic layer was dried over anhydrous sodium sulfate and evaporated in vacuo to give the title compound (2.84 g) as a colorless foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06399629B1
Source datasetuspto-grants-2002_06
ORD IDord-ef21be70609040dda621ee3c418b0e27
Source noteuspto-grants-2002_06