HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 4-O-benzyl-N-benzyloxycarbonyl-1,5-imino-1,2,5-trideoxy-D-arabino-hexitol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 3-O-benzyl-N-benzyloxycarbonyl-2,6-imino-2,5,6-trideoxy-D-lyxo-hexose | HCID 131716887 | — |
| Product | 4-O-benzyl-N-benzyloxycarbonyl-1,5-imino-1,2,5-trideoxy-D-arabino-hexitol | HCID 14523446 | — |
Reaction Steps
reducing the lactol (24) with sodium borohydride to give a diol (25) from which the protecting groups are removed by hydrogenolysis to give the desired fagomine (3) ##STR17## wherein Bn=CH2Ph and Z=COOCH2Ph.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05013842 |
| Source dataset | uspto-grants-1991_05 |
| ORD ID | ord-698a32f3e99f4371bafef8442e45d2de |
| Source note | uspto-grants-1991_05 |