HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylpropanehydrazide → tert-butyl [3-(N'-isobutyryl-hydrazino)-3-oxo-propyl]-carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylpropanehydrazide | HCID 19239 | — |
| Reactant | N-((1,1-dimethylethoxy)carbonyl)-beta-alanine | HCID 76809 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Solvent | Tetrahydrofurane dichloromethane | HCID 21919333 | — |
| Product | tert-butyl [3-(N'-isobutyryl-hydrazino)-3-oxo-propyl]-carbamate | HCID 57637099 | — |
Reaction Steps
25.00 g (132 mmol) 3-tert-butoxycarbonylamino-propionic acid, 13.50 g (132 mmol) isobutyric acid hydrazide, 50.91 g (159 mmol) O-(1H-benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate (TBTU) and 50 ml diisopropylethylamine are stirred in 500 ml of tetrahydrofuran/dichloromethane for 24 hours at ambient temperature. Then the mixture is evaporated down, the residue is extracted with ethyl acetate and 10% potassium hydrogen carbonate solution. The organic phase is dried and evaporated to dryness. The residue is crystallised from toluene/isopropylether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517995B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-8b9a792ae57b47158c356d6816bff91b |
| Source note | uspto-grants-2009_04 |