HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59520050, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 58748178 | HCID 58748178 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59520050 | HCID 59520050 | 72.9% |
Reaction Steps
81.1 To a solution of (3R,4S)-3-{[(5-chloro-thiophene-2-carbonyl)-amino]-methyl}-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (600 mg, prepared according to example 79.5) in 10 ml of CH2Cl2 was added at 5° C. 2.30 ml of NEt3 and 1.59 g of SO3-pyridine complex, the solution was warmed to 22° C. and stirring was continued for 3 h. The mixture was washed with aqueous NH4Cl, the organic layer was dried and evaporated. The residue was chromatographed on silica (heptane/AcOEt, 2:1) to give 435 mg of (R)-3-{[(5-chloro-thiophene-2-carbonyl)-amino]-methyl}-4-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester. Pale yellow solid. MS 303.0 ([M-isobutene+H]+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820699B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-736e13bb31b84467be1bfd847f233bee |
| Source note | uspto-grants-2010_10 |