HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 118379892, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | tert-butyl N-(3-hydroxypropyl)carbamate | HCID 3838134 | — |
| Reactant | N,N'-Bis(tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine | HCID 4428040 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118379892 | HCID 118379892 | 80% |
Reaction Steps
To an ice-cold solution of tert-butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate (500 mg, 1.61 mmol), tert-butyl(3-hydroxypropyl)carbamate (282 mg, 1.611 mmol) and triphenylphosphine (634 mg, 2.42 mmol) in THF (16 mL) was added DIAD (470 μl, 2.42 mmol). The mixture was stirred at room temperature for 16 h, whereupon the volatiles were removed in vacuo. Purification via silica gel chromatography (EtOAc-Heptane, 0-100%) afforded the title compound (600 mg, 80%). LCMS: Rt=1.02 min, m/z=468.4 (M+1) Method 2m_acidic.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174978B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-55bd7633e1a042bf89b838eea591bd21 |
| Source note | uspto-grants-2015_11 |