HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Boc-beta-(2-thienyl)-DL-alanine → (RS)-alpha-amino-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]-3-(thiophen-2-yl)propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Boc-beta-(2-thienyl)-DL-alanine | HCID 5035100 | — |
| Reactant | (1S,2R,3S)-3-amino-4-cyclohexyl-1-cyclopropyl-1,2-butanediol | HCID 14930738 | — |
| Product | (RS)-alpha-amino-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]-3-(thiophen-2-yl)propionamide | HCID 57152908 | — |
Reaction Steps
In an analogous manner to that described above, by the condensation of rac-α-(tert-butoxyformamido)-3-(thiophen-2-yl)propionic acid [Pol. J. Chem. 54(11-12), 2225 (1980)] and (1S,2R,3S)-3-amino-4-cyclohexyl-1-cyclopropyl-1,2-butanediol followed by acidic hydrolysis there was obtained (RS)-α-amino-N-[(1S,2R,3S)-1-(cyclohexylmethyl)-3-cyclopropyl-2,3-dihydroxypropyl]-3-(thiophen-2-yl)propionamide, MS: 381 (M+H)+ as a colourless foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05393875 |
| Source dataset | uspto-grants-1995_02 |
| ORD ID | ord-3440aedb76e14389b64ed709460c5ea7 |
| Source note | uspto-grants-1995_02 |