HuagongsheHuagongshe Chemistry Print Report · For research reference only
Veratrylamine → (R)-1-[3-[[3-[(R)-2-tert-Butoxycarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]-(3,4-dimethoxy-benzyl)-amino]propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Veratrylamine | HCID 79832 | — |
| Reactant | (R)-1-Acryloyl-pyrrolidine-2-carboxylic acid tert-butyl ester | HCID 54536265 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (R)-1-[3-[[3-[(R)-2-tert-Butoxycarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]-(3,4-dimethoxy-benzyl)-amino]propionyl]-pyrrolidine-2-carboxylic acid tert-butyl ester | HCID 53912992 | 10.9% |
Reaction Steps
A solution of 1.0 g (4.44 mmol) (R)-1-acryloyl-pyrrolidine-2-carboxylic acid tert-butyl ester and 0.33 ml (2.22 mmol) veratrylamine in 25 ml acetonitrile was stirred for 16 h at 80° C. Concentration in vacuo abash chromatography (gradient: 0-10% MeOH in EtOAc) afforded 150 mg (10%) of the title compound as a light brown oil. MS m/e (%): 618 (M+H+, 100).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06262089B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-b5a13b595ad148a4bb95bd495f29ae34 |
| Source note | uspto-grants-2001_07 |