HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → tert-butyl (S)-2-(4-(4-(thiophen-2-yl)butoxy)phenylcarbamoyl)-1-hydroxypropan-2-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 | (S)-2-((tert-Butoxycarbonyl)amino)-3-hydroxy-2-methylpropanoic acid | HCID 12991620 | — |
| Reactant | 2-(4-(4-Nitrophenoxy)butyl)thiophene | HCID 69265594 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | tert-butyl (S)-2-(4-(4-(thiophen-2-yl)butoxy)phenylcarbamoyl)-1-hydroxypropan-2-ylcarbamate | HCID 86605701 | 66.8% |
Reaction Steps
This compound was synthesized from 2-(4-(4-nitrophenoxy)butyl)thiophene (280 mg), N-(Boc)-α-methylserine (205 mg), HATU (442 mg), and DIPEA (506 μl) following the procedure described in Example 5(A) to yield 280 mg product (62% yield). 1H NMR (400 MHz, DMSO-d6) δ 9.24 (s, 1H), 7.44 (m, 2H), 7.29 (m, 1H), 6.9 (m, 1H), 6.84–6.81 (m, 3H), 5.00 (t, 1H), 3.93 (t, 2H), 3.61 (m, 2H), 2.84 (t, 2H), 1.73 (m, 4H), 1.48 (overlapping singlets, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07241812B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-74ce8fb06cb84b84b4fe22e91fd0bd34 |
| Source note | uspto-grants-2007_07 |