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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13432Generated: October 29, 2026

Methanamine, N-methoxy-, hydrochloride (1:1) → benzyl (2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-2-(methoxy-methyl-carbamoyl)-pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/13432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant(2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl esterHCID 67482921—
SolventPyridineHCID 1049—
Productbenzyl (2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-2-(methoxy-methyl-carbamoyl)-pyrrolidine-1-carboxylateHCID 86619216—

Reaction Steps

1.50 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 761 mg of O,N-dimethylhydroxylamine hydrochloride were added in order to a pyridine (30 ml) solution of 2.62 g of (2R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester obtained in (step 1), and the reaction liquid was stirred overnight at room temperature. The solvent of the reaction liquid was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=1/1) to obtain the entitled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728025B2
Source datasetuspto-grants-2010_06
ORD IDord-b3c821c278c449e8b0db555f13fb3e83
Source noteuspto-grants-2010_06