Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Isoindoline | HCID 422478 | — |
| Reactant | HCID 89514332 | HCID 89514332 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89515508 | HCID 89515508 | — |
Reaction Steps
Ethyl 2-(tert-butoxycarbonyl(methyl)amino)-2-(2-(isoindolin-2-yl)ethyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate was prepared in accordance with the procedure of step 6 in Example 27 except that ethyl 2-(tert-butoxycarbonyl(methyl)amino)-2-(2-oxoethyl)-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanoate was used instead of 3-phenylpropanal and isoindoline was used instead of (R)-2-acetamido-2-((1s,3S)-3-aminocyclobutyl)-N-tert-butyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hexanamide hydrochloride. Rf 0.32 (10% MeOH in dichloromethane). 1H NMR (CDCl3, 300 MHz) δ 7.20-7.14 (m, 4H), 4.13 (q, J=8.0 Hz, 2H), 3.96 (br s, 4H), 3.00-2.88 (m, 4H), 2.75-2.60 (m, 2H), 2.41-2.31 (m, 1H), 2.15-1.95 (m, 2H), 1.87-1.74 (m, 2H), 1.49-1.08 (m, 26H), 0.79 (t, J=8.5 Hz, 2H). ESI MS found for C30H49B1N2O6 m/z [545.6 (M+1)].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09266908B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-bb909735f1794a57887bf6c68ade3b8b |
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| Source note | uspto-grants-2016_02 |
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