HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1S,2S)-(+)-N-p-Tosyl-1,2-diphenylethylenediamine → (4S)-1-benzyloxycarbonyl-4-hydroxy-1,2,3,4-tetrahydroquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1S,2S)-(+)-N-p-Tosyl-1,2-diphenylethylenediamine | HCID 6612782 | — |
| Reactant | Benzyl 4-oxo-3,4-dihydroquinoline-1(2H)-carboxylate | HCID 23726243 | — |
| Product | (4S)-1-benzyloxycarbonyl-4-hydroxy-1,2,3,4-tetrahydroquinoline | HCID 16117781 | 86.2% |
Reaction Steps
1-benzyloxycarbonyl-4-oxo-1,2,3,4-tetrahydroquinoline (281 mg), [RuCl2(benzene)]2 (25.0 mg) and (S,S)-TsDPEN (73.3 mg) were treated in the same manner as Example 4 to give 244 mg of (4S)-1-benzyloxycarbonyl-4-hydroxy-1,2,3,4-tetrahydroquinoline (optical purity: 97% ee, yield: 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08471028B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-f1686f786a2042d0ab821ae9b9cb3e69 |
| Source note | uspto-grants-2013_06 |