HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid monohydrate → ((S)-5-benzyloxy-1-hydroxymethyl-3,3-dimethyl-pentyl)-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 4(S)-(4-benzyloxy-2,2-dimethylbutyl)-3-tert-butoxycarbonyl-2,2-dimethyl-1,3-oxazolidine | HCID 22882489 | — |
| Reactant | 5(S)-tert-butoxycarbonylamino-4(S)-hydroxy-2(R),7,7-trimethyl-8-[3(R,S)-ethoxycarbonyl-1,2,3,4-tetrahydroquinolin-1-ylcarbonyl]-octanoic acid (N-butyl)amide | HCID 131720511 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | ((S)-5-benzyloxy-1-hydroxymethyl-3,3-dimethyl-pentyl)-carbamic acid tert-butyl ester | HCID 22882578 | — |
Reaction Steps
The title compound is prepared starting from 75.2 g of 4(S)-(4-benzyloxy-2,2-dimethylbutyl)-3-tert-butoxycarbonyl-2,2-dimethyl-1,3-oxazolidine and 2.0 g of p-toluenesulfonic acid hydrate in 500 ml of methanol analogously to Example 20a): Rf (A)=0.31; FAB-MS: (M+H)+ =352; anal. calc. for C20H33NO4 : C68.34%, H9.46%, N3.99%; found C68.14%, H9.37%, N3.98%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05719141 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-2a92133a016c4f5a8a8338b437e13201 |
| Source note | uspto-grants-1998_02 |