HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropanemethanamine → (R)-1-[3-[[3-[(R)-2-benzyloxycarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]-cyclopropylmethyl-amino]-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropanemethanamine | HCID 75646 | — |
| Reactant | (R)-1-acryloyl-pyrrolidine-2-carboxylic acid benzyl ester | HCID 53983923 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (R)-1-[3-[[3-[(R)-2-benzyloxycarbonyl-pyrrolidin-1-yl]-3-oxo-propyl]-cyclopropylmethyl-amino]-propionyl]-pyrrolidine-2-carboxylic acid benzyl ester | HCID 54033103 | 44% |
Reaction Steps
A solution of 444 mg (1.71 mmol) (R)-1-acryloyl-pyrrolidine-2-carboxylic acid benzyl ester and 74 ml (0.85 mmol) cyclopropylmethylamine in 5 ml acetonitrile was stirred for 1 h at room temperature, then for 16 h at 80° C. Concentration in vacuo and flash chromatography (gradient: 0-100% MeOH in EtOAc) afforded 220 mg (44%) of the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06103910 |
| Source dataset | uspto-grants-2000_08 |
| ORD ID | ord-b30feaa6d53b43b58c19f75f0cfe33f4 |
| Source note | uspto-grants-2000_08 |