HCID 68870850, compound → HCID 68871253, compound

HRID 494654Notes

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, 1H), 0.62 (d, J=6.62 Hz, 3H), 0.67 (d, J=6.62 Hz, 3H), 0.92 (m, 2H), 1.27 (m, 1H), 1.86 (m, 1H), 2.15 (m, 1H), 2.33 (s, 3H), 3.00 (s, 3H), 3.14 (m, 1H), 3.47 (m, 2H), 6.96 (m, 1H), 7.42 (m, 5H), 8.08 (m, 1H), 9.90 (s, 1H), 14.99 (br s, 1H); 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-90a6d243fd374437908ee14589840c57
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07538105B2

Reaction notes

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