HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl diazoacetate → Ethyl-3-benzyloxycarbonyl-3-azabicyclo[4.1.0]heptane-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl diazoacetate | HCID 12192 | — |
| Reactant | Benzyl 5,6-dihydropyridine-1(2H)-carboxylate | HCID 11458613 | — |
| Product | Ethyl-3-benzyloxycarbonyl-3-azabicyclo[4.1.0]heptane-7-carboxylate | HCID 57155187 | — |
Reaction Steps
Alternatively, 1-benzyloxycarbonyl-1,2,5,6-tetrahydropyridine can be subjected to reaction with ethyl diazoacetate under rhodium acetate catalysis, to provide ethyl-3-benzyloxycarbonyl-3-azabicyclo[4.1.0]heptane-7-carboxylate. Ester hydrolysis with sodium hydroxide then provides the corresponding carboxylic acid, which can be converted as described in Section VIII to give amino or substituted amino derivatives.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05229396 |
| Source dataset | uspto-grants-1993_07 |
| ORD ID | ord-fb3dba690b6d415c96f2b0f7c4406179 |
| Source note | uspto-grants-1993_07 |