HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-(4-(((trifluoromethyl)sulfonyl)oxy)phenyl)propanoate → ethyl (S)-2-tert-butoxycarbonylamino-3-(3'-formylbiphenyl-4-yl)propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-Ethyl 2-((tert-butoxycarbonyl)amino)-3-(4-(((trifluoromethyl)sulfonyl)oxy)phenyl)propanoate | HCID 10789275 | — |
| Reactant | ethyl (S)-2-tert-butoxycarbonylamino-3-[3'-(tert-butoxycarbonylmethylamino)biphenyl-4-yl]propionate | HCID 86601620 | — |
| Product | ethyl (S)-2-tert-butoxycarbonylamino-3-(3'-formylbiphenyl-4-yl)propionate | HCID 86601619 | 61% |
Reaction Steps
In a manner similar to the preparation of ethyl (S)-2-tert-butoxycarbonylamino-3-[3′-(tert-butoxycarbonylmethylamino)biphenyl-4-yl]propionate (Example 1e), using 173 g (391 mmol) of ethyl (S)-2-tert-butoxycarbonylamino-3-(4-trifluoromethanesulfonyloxyphenyl)propionate and 82 g (547 mmol) of 3-boronic acid-benzaldehyde, 95.7 g of coupled product are isolated with a 61% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07452878B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-0b6284b7b8124675a23fce52b9388142 |
| Source note | uspto-grants-2008_11 |