HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 454384, compound → (2S,3S,5S)-2,5-Bis-(N-Boc-amino)-1,6-dicyclohexyl-3-hydroxyhexane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 454384 | HCID 454384 | — |
| Catalyst | Rhodium | HCID 23948 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (2S,3S,5S)-2,5-Bis-(N-Boc-amino)-1,6-dicyclohexyl-3-hydroxyhexane | HCID 18655537 | 90% |
Reaction Steps
A mixture of 100 mg of the resultant compound of Example 21 and 100 mg of 5% rhodium on carbon in 3 ml of methanol was shaken under 4 atmospheres of H2 for 1 day. The resulting mixture was filtered and concentrated in vacuo. Silica gel chromatography of the residue using 20% ethyl acetate in hexane provided 92 mg (90%) of the desired compound. 1H NMR (CDCl3) δ 0.75-1.90 (br envelope, 28 H), 1.44 (s, 18H), 3.30 (br, 1H), 3.63 (m, 2H), 3.72 (m, 1H), 4.41 (br, 1H), 4.66 (br d, 1H). Mass spectrum: (M+H)+ =497.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05616714 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-5696664077f94819a02599f544eed053 |
| Source note | uspto-grants-1997_04 |