HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → cis-2-Azidomethyl-3-t-butoxycarbonylamino-4-oxoazetidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (Azetidin-2-yl)methanol | HCID 15251628 | — |
| Reactant | Methyl cis-3-t-butoxycarbonylamino-4-oxoazetidine-2-carboxylate | HCID 70428372 | — |
| Product | cis-2-Azidomethyl-3-t-butoxycarbonylamino-4-oxoazetidine | HCID 86734331 | — |
Reaction Steps
Sodium borohydride reduction of methyl cis-3-t-butoxycarbonylamino-4-oxoazetidine-2-carboxylate as described in Preparation 3, followed by conversion of the 2-hydroxymethylazetidine product to the p-toluenesulfonate derivative, mp 160°-162°(d), and the reaction of the derivative with sodium azide as described in Preparation 4 gives the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04200572 |
| Source dataset | uspto-grants-1980_04 |
| ORD ID | ord-93491f2987e94080b7fd9cecc5052b19 |
| Source note | uspto-grants-1980_04 |