HuagongsheHuagongshe Chemistry Print Report · For research reference only
L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]- → (R)-[4-(2-Azetidin-1-yl-2-oxo-ethoxy)-phenyl]-tert-butoxycarbonylamino-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]- | HCID 77857 | — |
| Reactant | 1-(Azetidin-1-yl)-2-chloroethan-1-one | HCID 2543159 | — |
| Reactant | (R)-tert-Butoxycarbonylamino-[4-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-phenyl]-acetic acid | HCID 67001404 | — |
| Product | (R)-[4-(2-Azetidin-1-yl-2-oxo-ethoxy)-phenyl]-tert-butoxycarbonylamino-acetic acid | HCID 68620602 | — |
Reaction Steps
Prepared by the same method as described in example 1 except that (i) 4-iodoaniline was used in place of 4-bromoaniline in step 2 and (ii) (R)-[4-(2-azetidin-1-yl-2-oxo-ethoxy)-phenyl]-tert-butoxycarbonylamino-acetic acid was used in place of (R)-tert-butyloxycarbonylamino-4-methoxyphenylglycine. (R)-[4-(2-Azetidin-1-yl-2-oxo-ethoxy)-phenyl]-tert-butoxycarbonylamino-acetic acid was prepared by a method similar to that used for the preparation of (R)-tert-butyloxycarbonylamino-4-methoxyphenylglycine in example 1 except that 1-azetidin-1-yl-2-chloro-ethanone was used in place of iodomethane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612212B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-e3d9edb56ec84c44958a15bff2328c35 |
| Source note | uspto-grants-2009_11 |