HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → Tert-butyl (5-(methoxy(methyl)amino)-5-oxopentyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | N,O-Dimethylhydroxylamine | HCID 14232 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-(((Tert-butoxy)carbonyl)amino)pentanoic acid | HCID 302433 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Tert-butyl (5-(methoxy(methyl)amino)-5-oxopentyl)carbamate | HCID 17958956 | — |
Reaction Steps
N-Boc-aminovaleric acid 21-1 (92 mmol) was dissolved in CH3CN (300ml) and then treated with HCl.HN(Me)OMe (10.8 g, 110 mmol), EDC (17.6g, 92 mmol), HOBT (12.4 g, 92 mmol) and NMM (61 mL, 552 mmol). The mixture was stirred for 18 hours and then concentrated. The residue was dissolved in ethyl acetate, washed with H2O, 10% KHSO4, sat. NaHCO3, brine, dried (MgSO4), and concentrated to give amide 21-2 as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06297249B1 |
| Source dataset | uspto-grants-2001_10 |
| ORD ID | ord-f5ca280c51484b00b55a5468ad3e1c2e |
| Source note | uspto-grants-2001_10 |