HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 5-(phenylmethoxy)-1H-indole-2-carboxylate → 5-Benzyloxy-1-((S)-2-tert-butoxycarbonylamino-1-methyl-ethyl)-1H-indole-2-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 5-(phenylmethoxy)-1H-indole-2-carboxylate | HCID 95721 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 1,2,3-Oxathiazolidine-3-carboxylic acid, 5-methyl-, 1,1-dimethylethyl ester, 2,2-dioxide, (5R)- | HCID 86612930 | — |
| Product | 5-Benzyloxy-1-((S)-2-tert-butoxycarbonylamino-1-methyl-ethyl)-1H-indole-2-carboxylic acid ethyl ester | HCID 68462372 | 100% |
Reaction Steps
The title compound was synthesized in analogy to example 8, intermediate a), from ethyl 5-benzyloxyindole-2-carboxylate (commercially available), (R)-5-methyl-2,2-dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester (prepared according to WO02/010169) and potassium tert-butoxide, to give the desired compound as a yellow solid (100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07579351B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-e487b54e3c724287ad57e2e09cca36d6 |
| Source note | uspto-grants-2009_08 |