HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Serinol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Benzoyl isocyanate | HCID 78210 | — |
| Reactant | Dioxirane | HCID 449520 | — |
| Product | Serinol | HCID 68294 | — |
| Product | Benzoylcarbamate | HCID 18372916 | — |
Reaction Steps
Alternatively, an enantiomeric 2-aminopropane-1,3-diol of the present invention is prepared by reducing a trans-propenoate 83, prepared from an appropriate aldehyde and a (carbalkoxymethylene)triphenylphosphorane in a conventional Wittig reaction, is reduced to a carbinol 84 and epoxidized under asymmetric conditions to an epoxycarbinol 85, which in turn, is condensed with a benzoylisocyanate to provide a benzoylcarbamate, 86 cyclized to an oxazolidinone 87, and cleaved to an aminopropanediol 88.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05557006 |
| Source dataset | uspto-grants-1996_09 |
| ORD ID | ord-bab39a8e24ee423e8b9b63807f5fb49c |
| Source note | uspto-grants-1996_09 |