HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(tert-butoxycarbonyl)glycine → HCID 57947854, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(tert-butoxycarbonyl)glycine | HCID 78288 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 57947596 | HCID 57947596 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57947854 | HCID 57947854 | 83.3% |
Reaction Steps
To a solution of (S)-5-amino-2-(3-(2-chloro-3-fluorobenzyl)-1-methylureido)pentyl 6-fluoroisoquinolin-3-ylcarbamate (96 mg, 0.19 mmol), 2-(tert-butoxycarbonylamino)acetic acid (51 mg, 0.29 mmol) and HBTU (110 mg, 0.29 mmol) in DMF (1.0 mL) was added DIEA (63 L, 0.38 mmol). The mixture was stirred at RT for 30 min. The mixture was filtered and the filtrate was purified by RP-HPLC using a mixture of acetonitrile and water to give (6-Fluoro-isoquinolin-3-yl)-carbamic acid (S)-5-(2-tert-butoxycarbonylamino-acetylamino)-2-[3-(2-chloro-3-fluoro-benzyl)-1-methyl-ureido]-pentyl ester (105 mg, 83%). LRMS (M+Na+) m/z 663.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088793B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-5a03646344a940b194405bd617b9631c |
| Source note | uspto-grants-2012_01 |