HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl N-(triethylammoniosulfonyl)carbamate → (S)-4'-(2-(4-(tert-Butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-2-cyanoethyl)biphenyl-4-yl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl N-(triethylammoniosulfonyl)carbamate | HCID 2724994 | — |
| Reactant | (S)-4'-(3-Amino-2-(4-(tert-butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-3-oxopropyl)biphenyl-4-yl methanesulfonate | HCID 59568621 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-4'-(2-(4-(tert-Butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-2-cyanoethyl)biphenyl-4-yl methanesulfonate | HCID 59568586 | 117.9% |
Reaction Steps
(S)-4′-(3-Amino-2-(4-(tert-butoxycarbonylamino)tetrahydro-2H-pyran-4-carboxamido)-3-oxopropyl)biphenyl-4-yl methanesulfonate (Example 6, step (i), 234 mg) in dichloromethane (8 mL) was treated with Burgess' reagent (199 mg) and the mixture was stirred at room temperature for 18 h. It was partially evaporated and then purified by chromatography on silica using diethyl ether and then 1:1 ethyl acetate/isohexane as eluent to a afford the sub-titled compound as a white solid (267 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193239B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-d41edf7901e84abf88064f54e6492c69 |
| Source note | uspto-grants-2012_06 |