Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86710755 | HCID 86710755 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 73387236 | HCID 73387236 | — |
Reaction Steps
A solution of methyl (2S)-2-(tert-butoxy)-2-{32-fluoro-4-methyl-29-oxa-5,7,8,26-tetraazaheptacyclo[24.6.2.16,9.110,14.02,7.015,20.030,34]hexatriaconta-1(32),2,4,6(36),8,10(35),11,13,15(20),16,18,30,33-tridecaen-3-yl}acetate (0.023 g, 0.036 mmol) in MeOH (˜2 mL) was treated with 1.0 N aq. NaOH (0.360 ml, 0.360 mmol) and heated (70° C. oil bath) for 4 h, then temperature was lowered to 50° C. and stirring continued for 16 h. The reaction was cooled and purified by prep-HPLC to afford desired product. 1H NMR (500 MHz, DMSO-d6) δ 7.98-7.83 (m, 2H), 7.59-7.49 (m, 1H), 7.40-7.29 (m, 2H), 7.29-7.20 (m, 2H), 7.17 (br. s., 2H), 7.00 (d, J=6.4 Hz, 1H), 6.82 (d, J=10.4 Hz, 1H), 4.84 (br. s., 1H), 4.19 (br. s., 3H), 2.94-2.79 (m, 2H), 2.72 (d, J=12.2 Hz, 2H), 2.62 (br. s., 3H), 1.69 (br. s., 1H), 1.59-1.18 (m, 6H), 0.92 (br. s., 9H). UPLC-MS (M+H)=635.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08906929B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-a05ce59aabae4e57828ab4fd4cdc0953 |
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| Source note | uspto-grants-2014_12 |
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