HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl trifluoroacetate → 3-(2,2,2-trifluoro-acetylamino)-oxetane-3-carboxylic acid ((S)-5-bromo-indan-1-yl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl trifluoroacetate | HCID 9794 | — |
| Reactant | 3-Aminooxetane-3-carboxylic acid | HCID 15024256 | — |
| Reactant | (S)-5-bromo-2,3-dihydro-1H-inden-1-amine | HCID 28206724 | — |
| Reactant | 3-(2,2,2-Trifluoro-acetylamino)-oxetane-3-carboxylic acid | HCID 86675774 | — |
| Product | 3-(2,2,2-trifluoro-acetylamino)-oxetane-3-carboxylic acid ((S)-5-bromo-indan-1-yl)-amide | HCID 86675773 | — |
Reaction Steps
In analogy to the procedure described for the preparation of intermediate A-1 [B] and A-1 [C], (S)-5-bromo-indan-1-ylamine has been coupled with 3-(2,2,2-trifluoro-acetylamino)-oxetane-3-carboxylic acid (prepared from 3-amino-oxetane-3-carboxylic acid and trifluoro-acetic acid ethyl ester in analogy to the procedure described for the preparation of intermediate A-1 [A]) to give 3-(2,2,2-trifluoro-acetylamino)-oxetane-3-carboxylic acid ((S)-5-bromo-indan-1-yl)-amide, which was subsequently reacted with 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) to yield the title compound as dark brown viscous oil. MS: 453.3 (M−H−).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592426B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-079fcaa1ed4e4c4e856fd9356f8e4ea4 |
| Source note | uspto-grants-2013_11 |