HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 2(R)-Benzyl-9-benzyloxy-5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-7,7-dimethylnonanoic acid (N-methyl)amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 3(R)-Benzyl-5(S)-[5-benzyloxy-1(S)-tert-butoxycarbonylamino-3,3-dimethyl-pentyl]-2-oxotetrahydrofuran | HCID 67625456 | — |
| Reactant | 5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-2(S)-isopropyl-7,7dimethyl-8-[2(R,S)-ethylaminocarbonyl-3,4-dihydro-2H1,4-benzothiazin-4-ylcarbonyl]-octanoic acid (N-butyl)amide | HCID 131720534 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2(R)-Benzyl-9-benzyloxy-5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-7,7-dimethylnonanoic acid (N-methyl)amide | HCID 54173980 | — |
Reaction Steps
8 ml of methylamine are passed into a solution of 476 mg of 3(R)-benzyl-5(S)-[5-benzyloxy-1(S)-tert-butoxycarbonylamino-3,3-dimethyl-pentyl]-2-oxotetrahydrofuran (Example 74d)) in 4 ml of tetrahydrofuran at 0° C. and a condensation reaction is carried out. The solution is stirred at room temperature for 30 h and concentrated and the residue is further reacted without chromatography: Rf (L)=0.48; FAB-MS:(M+H)+ =527.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05719141 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-ad0da3c15f464710babd0e425df9caec |
| Source note | uspto-grants-1998_02 |