HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 5-(phenylmethoxy)-1H-indole-2-carboxylate → 5-Benzyloxy-1-((S)-2-tert-butoxycarbonylamino-propyl)-1H-indole-2-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 5-(phenylmethoxy)-1H-indole-2-carboxylate | HCID 95721 | — |
| Reactant | 1,2,3-Oxathiazolidine-3-carboxylic acid, 4-methyl-, 1,1-dimethylethyl ester, 2,2-dioxide, (4S)- | HCID 10988294 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Product | 5-Benzyloxy-1-((S)-2-tert-butoxycarbonylamino-propyl)-1H-indole-2-carboxylic acid ethyl ester | HCID 68461704 | 100% |
Reaction Steps
The title compound was synthesized in analogy to example 1, intermediate b), from ethyl 5-benzyloxyindole-2-carboxylate (commercially available), (S)-4-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 light yellow solid (>100%). The so-obtained product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07579351B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-1043f00611cd4cfebf67815252b85c51 |
| Source note | uspto-grants-2009_08 |