HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 480332, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Benzodioxole-5-sulfonyl chloride | HCID 4913401 | — |
| Reactant | HCID 21356686 | HCID 21356686 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 480332 | HCID 480332 | 73.4% |
Reaction Steps
[(1S,2R)-1-Benzyl-3-(4-cyano-2,2-dimethyl-butylamino)-2-hydroxy-propyl]-carbamic acid [1,3]dioxan-5-yl ester (0.059 g, 0.14 mmol) was dissolved in CH2Cl2 and treated with diisopropylethylamine (0.075 ml, 0.42 mmol) and Benzo[1,3]dioxole-5-sulfonyl chloride (0.037 g, 0.17 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 0.062 g of a white solid. MS (ES): 604 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06319946B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-5d81b1d948984e76a23b1a861bed61be |
| Source note | uspto-grants-2001_11 |