HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 480319, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Dioxan-5-yl 4-nitrophenyl carbonate | HCID 15429601 | — |
| Reactant | HCID 21356815 | HCID 21356815 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 480319 | HCID 480319 | 64.7% |
Reaction Steps
N-(2R,3S)-(3-Amino-2-hydroxy-4-phenyl-butyl)-N-(4-cyano-2,2-dimethyl-butyl)-4-methoxy-benzenesulfonamide hydrochloride (0.111 g, 0.22 mmol) was dissolved in CH2Cl2 and treated with diisopropylethylamine (0.120 ml, 0.67 mmol) and 1,3-dioxan-5-yl 4-nitrophenyl carbonate (0.066 g, 0.25 mmol) at ambient temperature under argon with stirring. After 15 h the reaction mixture was concentrated in vacuo, taken up in EtOAc, washed with sat. aq. NaHCO3, and brine. The organic phase was dried over MgSO4, filtered and solvent removed in vacuo. Purification by column chromatography (1% to 3% MeOH in CH2Cl2) gave 0.084 g of a white solid. MS (ES): 590 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07442718B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-835e807a21d74fa49f710042d1f31968 |
| Source note | uspto-grants-2008_10 |