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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554820Generated: October 30, 2026

Methanol → HCID 66935020, compound

https://huagongshe.com/reaction/554820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTriethylamineHCID 8471—
ReactantBis-(1H-imidazol-2-YL)-methanoneHCID 5250894—
ReactantHCID 66934929HCID 66934929—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66935020HCID 6693502090%

Reaction Steps

To a solution of (2R)-3-[(tert-butoxycarbonyl)amino]-2-(5-chloro-2-methoxybenzyl)propionic acid (1.1 g, 98% ee) in tetrahydrofuran (32 ml), carbonyl diimidazole (600 mg) was added under ice cooling and the mixture was stirred at room temperature for 1 hour 20 minutes. To the reaction solution, methanol (12.5 ml) and triethylamine (4.3 ml) were added and the mixture was stirred at room temperature for 3 hours. To the reaction solution, water was added and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, then solvent was distilled off in vacuo. The obtained residue was purified by silica gel column chromatography to obtain the title compound (1.03 g, 98%ee) as an oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08049006B2
Source datasetuspto-grants-2011_11
ORD IDord-0465f7054c1e4e978386379d3d3f3b12
Source noteuspto-grants-2011_11