HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl N-(triethylammoniosulfonyl)carbamate → (S)-tert-Butyl 4-(1-cyano-2-(4'-(morpholinosulfonyl)biphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl N-(triethylammoniosulfonyl)carbamate | HCID 2724994 | — |
| Reactant | (S)-tert-Butyl 4-(1-amino-3-(4'-(morpholinosulfonyl)biphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate | HCID 59568573 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-tert-Butyl 4-(1-cyano-2-(4'-(morpholinosulfonyl)biphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate | HCID 59568591 | 90.1% |
Reaction Steps
(S)-tert-Butyl 4-(1-amino-3-(4′-(morpholinosulfonyl)biphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)tetrahydro-2H-pyran-4-ylcarbamate (Example 27, step (i), 0.24 g) in dichloromethane (10 mL) was treated with Burgess' reagent (0.185 g) and the mixture was stirred at room temperature for 18 h. The solvent was removed under reduced pressure and the residue was purified by chromatography on silica eluting with ethyl acetate/isohexane (1:1) to afford the sub-titled compound (210 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193239B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-8d3edc69837b43fe88bcc137aefb2f1a |
| Source note | uspto-grants-2012_06 |