HCID 68870850, compound → HCID 68871253, compound

HRID 2224974Notes

Reaction equation

C([O:4][CH2:5][CH2:6][N:7]([CH3:44])[C:8]([C:10]1([CH2:39][CH2:40][CH:41]([CH3:43])[CH3:42])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13](=[O:20])[CH:12]([C:21]2[NH:26][C:25]3[CH:27]=[CH:28][C:29]([NH:31][S:32]([CH3:35])(=[O:34])=[O:33])=[CH:30][C:24]=3[S:23](=[O:37])(=[O:36])[N:22]=2)[C:11]1=[O:38])=[O:9])(=O)C.C(OC[C@H]1CCCN1C([C@@]1(CCC(C)C)C2C(=CC=CC=2)C(O)=C(C2NC3C=CC(NS(C)(=O)=O)=CC=3S(=O)(=O)N=2)C1=O)=O)(=O)C>>[OH:4][CH2:5][CH2:6][N:7]([CH3:44])[C:8]([C:10]1([CH2:39][CH2:40][CH:41]([CH3:42])[CH3:43])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13](=[O:20])[CH:12]([C:21]2[NH:26][C:25]3[CH:27]=[CH:28][C:29]([NH:31][S:32]([CH3:35])(=[O:33])=[O:34])=[CH:30][C:24]=3[S:23](=[O:36])(=[O:37])[N:22]=2)[C:11]1=[O:38])=[O:9]

Participants

Reactant 2

HCID 68870850HCID 68870850, compound

HCID 136375609HCID 136375609, compound

Product 1

HCID 68871253HCID 68871253, compound

Procedure

The title compound was prepared using the procedure described for Example 172 substituting the product of Example 176G for the product of Example 171G. The title compound was purified by column chromatography on silica gel using a solvent gradient of 2-6% methanol in chloroform, and was obtained as a colorless solid. 1H NMR (300 MHz, DMSO-d6) δ 0.49 (m, 1 H), 0.62 (d, J=6.62 Hz, 3 H), 0.67 (d, J=6.62 Hz, 3 H), 0.92 (m, 2 H), 1.27 (m, 1 H), 1.86 (m, 1 H), 2.15 (m, 1 H), 2.33 (s, 3 H), 3.00 (s, 3 H), 3.14 (m, 1 H), 3.47 (m, 2 H), 6.96 (m, 1 H), 7.42 (m, 5 H), 8.08 (m, 1 H), 9.90 (s, 1 H), 14.99 (br s, 1 H); MS (ESI) m/z=605 [M+H].

Workup

customThe title compound was purified by column chromatography on silica gel using a solvent gradient of 2-6% methanol in chloroform
customwas obtained as a colorless solid

Sources & evidence

ORD record: ord-c08bb4ee2ec94c97acdfea37014591e8
Source dataset: uspto-grants-2008_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07378414B2

Reaction notes

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