HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidin-4-ol → 2-(Di-tert-butoxycarbonylamino)-3-(4-hydroxy-piperidin-1-yl)-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidin-4-ol | HCID 79341 | — |
| Reactant | Methyl 2-(bis((tert-butoxy)carbonyl)amino)prop-2-enoate | HCID 10870342 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(Di-tert-butoxycarbonylamino)-3-(4-hydroxy-piperidin-1-yl)-propionic acid methyl ester | HCID 58864518 | — |
Reaction Steps
To a solution of 2-(di-tert-butoxycarbonylamino)-acrylic acid methyl ester (1.0 g, 3.0 mmol) in acetonitrile (10 mL) was added piperidin-4-ol (0.33 g, 1.1 equiv). A gentle stream of nitrogen was placed over the reaction while it stirred overnight. The crude oil which resulted was dissolved in ethyl acetate, washed with water, then brine, dried over magnesium sulfate, and concentrated to give 1.38 g (quant.) as an oil which was used without purification. Mass spec.: 403.42 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07220862B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-c8787c2a41bc4609bbb0eccdd135566b |
| Source note | uspto-grants-2007_05 |