HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(Methoxycarbonyl)-L-tert-leucine → N-(methoxycarbonyl)-3-methyl-L-valyl-N-(4-{[{4-[(E)-2-{(2S)-1-[N-(methoxycarbonyl)-3-methyl-L-valyl]pyrrolidin-2-yl}ethenyl]benzyl}(phenyl)amino]methyl}phenyl)-L-prolinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(Methoxycarbonyl)-L-tert-leucine | HCID 11263950 | — |
| Reactant | (S)-N-(4-((phenyl(4-((E)-2-((S)-pyrrolidin-2-yl)vinyl)benzyl)amino)methyl)phenyl)pyrrolidine-2-carboxamide | HCID 66749838 | — |
| Product | N-(methoxycarbonyl)-3-methyl-L-valyl-N-(4-{[{4-[(E)-2-{(2S)-1-[N-(methoxycarbonyl)-3-methyl-L-valyl]pyrrolidin-2-yl}ethenyl]benzyl}(phenyl)amino]methyl}phenyl)-L-prolinamide | HCID 59540267 | 55% |
Reaction Steps
The product from Example 149H (35 mg, 0.73 mmol) and (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid (33.1 mg, 0.175 mmol) were processed using the method described in Example 43 to afford 33 mg (55%) of the title compound. 1H NMR (500 MHz, DMSO-D6) δ ppm 9.98 (s, 1H), 7.50 (d, J=8.4 Hz, 2H), 7.28 (d, J=8.3 Hz, 2H), 7.17 (m, 4H), 7.06 (m, 3H), 6.63 (m, 2H), 6.55 (t, J=7.3 Hz, 1H), 6.37 (d, J=15.7 Hz, 1H), 6.22 (m, 1H), 6.17 (dd, J=16.0, 6.3 Hz, 1H), 4.63 (m, 1H), 4.61 (s, 2H), 4.58 (s, 2H), 4.42 (m, 1H), 4.19 (m, 2H), 3.77 (m, 1H), 3.70 (m, 1H), 3.63 (m, 2H), 3.52 (s, 6H), 2.16 (m, 2H), 1.96 (m, 2H), 1.84 (m, 4H), 0.95 (s, 9H), 0.93 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09278922B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-095921921fa8412cba2e7caaf758920e |
| Source note | uspto-grants-2016_03 |