HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 6950968, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | Ammonium Carbonate | HCID 517111 | — |
| Reactant | N-carbobenzyloxyalanine | HCID 736104 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 6950968 | HCID 6950968 | 121.5% |
Reaction Steps
A mixture of (2S)-2-[(benzyloxy)carbonyl]aminopropanoic acid (0.5 g, 0.002 mol), ammonium carbonate (0.43 g, 0.0045 mol), benzotriazol-1-yloxytris(dimethylamino)-phosphonium hexafluorophosphate (1.2 g, 0.0027 mol), N,N-diisopropylethylamine (980 μL, 0.0056 mol) in methylene chloride (3 mL) was stirred at RT overnight. The mixture was quenched with saturated NaHCO3 solution, and extracted with DCM. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was flash chromatographed on a silica gel column to afford the desired product (0.54 g). Analytical LCMS: (M+H)+=223.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915408B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-de451dd0f1d64117b7b0a8039b481455 |
| Source note | uspto-grants-2011_03 |