HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 68379204, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-tert-Butoxycarbonyl-L-threonine | HCID 2724766 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 68379230 | HCID 68379230 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68379204 | HCID 68379204 | 107.7% |
Reaction Steps
To a mixture of N-Boc-(L)-threonine (0.13 g, 0.61 mmol), (R)-1-(6′-methyl-[3,3′]bipyridinyl-6-yl)-ethylamine dihydrochloride (0.16 g, 0.56 mmol) and HATU (0.23 g, 0.61 mmol) was added THF (1 mL) followed by diisopropylethylamine (0.48 mL, 2.8 mmol). After 2 h, the volatiles were removed under a stream of N2 and the resulting oil was purified by flash chromatography on silica gel (0→5% MeOH/CH2Cl2) yielding 250 mg of {(1S,2R)-2-hydroxy-1-[(R)-1-(6′-methyl-[3,3′]bipyridinyl-6-yl)-ethylcarbamoyl]-propyl}-carbamic acid tert-butyl ester as a tan solid, m/z 415.8 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575360B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-90e61e7bc0a4461aa67903502278e668 |
| Source note | uspto-grants-2013_11 |