Methanol → HCID 18655613, compound

HRID 52830Notes

Reaction equation

HRID 52830 reaction equation
C([NH:8][CH2:9][C:10]([NH:12][C@H:13]([C:17]([NH:19][C@H:20]([CH:28]([OH:56])[C@@H:29]([NH:37][C:38](=[O:55])[C@H:39]([CH:52]([CH3:54])[CH3:53])[NH:40][C:41](=[O:51])[CH2:42][NH:43]C(OC(C)(C)C)=O)[CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:18])[CH:14]([CH3:16])[CH3:15])=[O:11])(OC(C)(C)C)=O.CO>ClCCl>[NH2:8][CH2:9][C:10]([NH:12][C@H:13]([C:17]([NH:19][C@H:20]([CH:28]([OH:56])[C@@H:29]([NH:37][C:38](=[O:55])[C@H:39]([CH:52]([CH3:54])[CH3:53])[NH:40][C:41](=[O:51])[CH2:42][NH2:43])[CH2:30][C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)[CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:18])[CH:14]([CH3:15])[CH3:16])=[O:11]

Participants

4

Reactant 2

HCID 887MethanolHCID 18655610HCID 18655610, compound

Product 1

HCID 18655613HCID 18655613, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using the procedure of Example 6F but replacing the resultant compound of Example 6E with the resultant compound of Example 140 provided, after silica gel chromatography using 10% methanol in dichloromethane, 48.7 mg (91%) of the desired compound as a white solid. 1H NMR (DMSO-d6) δ 0.70-0.83 (four d, 12H), 1.78 (m, 1H), 1.96 (m, 1H), 2.62 (m, 2H), 2.74 (br d, 2H), 2.97 (m, 1H), 3.46-3.87 (m, 5H), 4.02 (m, 2H), 4.21 (m, 1H), 5.33 (br d, 1H), 7.08-7.26 (m, 10H), 7.57 (br d, 2H), 7.67 (br d, 1H), 7.86 (br d, 1H). Mass spectrum: (M+H)+ =583.

Workup

  1. customprovided

Sources & evidence

ORD record
ord-bb7c5a94980843fb971b42e63570f238
Source dataset
uspto-grants-1997_04
Patent number
US05616714

Reaction notes

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