HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-((1,1-dimethylethoxy)carbonyl)-beta-alanine → N-(9-chloro-3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-N-isobutyl 3-[(2-methylpropan-2-yl)oxycarbonylamino]propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-((1,1-dimethylethoxy)carbonyl)-beta-alanine | HCID 76809 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-Amino-3,4-dimethylpyridine | HCID 11007884 | — |
| Reactant | N-(9-chloro-3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-2-methylpropan-1-amine | HCID 43087680 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(9-chloro-3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-N-isobutyl 3-[(2-methylpropan-2-yl)oxycarbonylamino]propanamide | HCID 66726199 | — |
Reaction Steps
A mixture of N-(9-chloro-3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-2-methylpropan-1-amine (140 mg), 3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid (Boc-beta-alanine, 98 mg), of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (163 mg), and of dimethyl aminopyridine (113 mg) in dichloromethane (10 ml) was stirred overnight. The mixture was concentrated under reduced pressure. Desired compound [N-(9-chloro-3,4-dihydro-2H-1,5-benzodioxepin-7-ylmethyl)-N-isobutyl 3-[(2-methylpropan-2-yl)oxycarbonylamino]propanamide] was isolated by flash chromatography on silica (100% dichloromethane) as a resin: MS (m+1)=441.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722896B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-da5d9a6fd3474bba85745d31150650f1 |
| Source note | uspto-grants-2014_05 |