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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1158493Generated: November 4, 2026

Acetonitrile → (3S*,4R*)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(isobutylamino-methyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1158493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantIsobutylamineHCID 6558—
ReactantAcetonitrile--water (1/1)HCID 18373917—
Reactant(3S*,4S*)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-4-formyl-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 131728359—
SolventWaterHCID 962—
Product(3S*,4R*)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(isobutylamino-methyl)-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 131728367—

Reaction Steps

The title compound is prepared as described above for Example 9/step F (Scheme 5) from (3S*,4S*)-3-(tert-butyl-dimethyl-silanyloxymethyl)-4-formyl-pyrrolidine-1-carboxylic acid tert-butyl ester and isobutylamine. MS (LC-MS): 401.1 [M+H]+; tR (HPLC, Waters Symmetry C18 column, 20-95% CH3CN/H2O/3.5 min, 95% CH3CN/H2O, 2 min, CH3CN and H2O containing 0.1% TFA, flow: 0.6 mL/min): 3.70 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807709B2
Source datasetuspto-grants-2010_10
ORD IDord-a939507e9f1b4e889386b79da8c1f495
Source noteuspto-grants-2010_10