HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → Tert-butyl (1r)-2-(dimethylamino)-1-((phenylthio)methyl)ethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Tert-butyl (1r)-1-formyl-2-(phenylthio)ethylcarbamate | HCID 11708946 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl (1r)-2-(dimethylamino)-1-((phenylthio)methyl)ethylcarbamate | HCID 91045570 | — |
Reaction Steps
A solution of Example 134A (1.25 g, 4.44 mmol), 2M dimethylamine in THF (2.7 mL, 5.4 mmol), and NaBH(OAc)3 (1.32 g, 6.22 mmol) in dichloromethane at room temperature was stirred for 18 hours, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 10% ethyl acetate/hexanes to provide the desired product. MS (ESI(+)) m/e 311 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504512B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-9abecf4a4fe34538b643486e6a0487e1 |
| Source note | uspto-grants-2009_03 |