HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetamide → trans-1-Acetamido-2-indanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetamide | HCID 178 | — |
| Reactant | Benzamide | HCID 2331 | — |
| Reactant | (1R,2S)-(+)-cis-1-Amino-2-indanol | HCID 2725045 | — |
| Reactant | 1-Amino-2-indanol, trans-(-)- | HCID 6931154 | — |
| Reactant | (1S,2R)-(-)-1-Amino-2-indanol | HCID 9866743 | — |
| Reactant | rac-(1R,2R)-2-aminocyclopentan-1-ol | HCID 10464306 | — |
| Product | trans-1-Acetamido-2-indanol | HCID 15760043 | — |
| Product | trans-1-Benzamido-2-indanol | HCID 54228512 | — |
Reaction Steps
In one embodiment the trans-1-amino-2-hydroxycyclopentane may be trans-1-amino-2-indanol. If the trans-1-amino-2-hydroxycyclopentane is trans-(1S,2S)-1-amino-2-indanol, it is converted to cis-(1S,2R)-1-amino-2-indanol; if the trans-1-amino-2-hydroxycyclopentane is trans-(1R,2R)-1-amino-2-indanol, it is converted to cis-(1R,2S)-1-amino-2-indanol. When the amino alkanol is partially resolved trans-1-amino-2-indanol and the amide is a benzamide or acetamide, an additional step of recrystallizing the benzamide or acetamide produces substantially optically pure trans-1-benzamido-2-indanol or trans-1-acetamido-2-indanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05599985 |
| Source dataset | uspto-grants-1997_02 |
| ORD ID | ord-066ec8aa9d164012a1cd1fe90b24d126 |
| Source note | uspto-grants-1997_02 |