Lithium hydroxide, monohydrate → HCID 70229363, compound

HRID 325252Notes

Reaction equation

HRID 325252 reaction equation
C[O:2][C:3](=[O:44])[C@H:4]([CH2:40][CH2:41][S:42][CH3:43])[NH:5][C:6](=[O:39])[C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([S:23]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)(=[O:25])=[O:24])[CH2:15][CH2:16][CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)=[CH:9][C:8]=1[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=1[CH3:38].O.[OH-].[Li+:47]>>[Li+:47].[CH:17]1([CH2:16][CH2:15][CH:14]([S:23]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)(=[O:24])=[O:25])[CH2:13][C:10]2[CH:11]=[CH:12][C:7]([C:6]([NH:5][C@H:4]([C:3]([O-:44])=[O:2])[CH2:40][CH2:41][S:42][CH3:43])=[O:39])=[C:8]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[CH3:38])[CH:9]=2)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 70228399HCID 70228399, compound

Product 1

HCID 70229363HCID 70229363, compound

Procedure

The product from Example 1302C (107 mg, 0.17 mmol) was allowed to react with lithium hydroxide monohydrate (8 mg, 0.18 mmol) in a manner similar to that described in Example 608E to afford the title compound. 1H NMR (DMSO-d6, 300 MHz) δ 0.54-0.70 (m, 2H), 0.85-1.10 (m, 6H), 1.30-2.04 (m, 16H), 2.14 (m, 1H), 2.80 (m, 1H), 3.16 (m, 1H), 3.60-3.73 (m, 2H), 6.85-7.26 (m, 6H), 7.43 (d, J=8 Hz, 1H), 7.62-7.68 (m, 2H), 7.75 (m, 1H), 7.93 (d, J=7 Hz, 2H); MS (APCI(−)) m/z: (M−H)− 620; Anal. Calcd for C35H42LiNO5S2.3.20 H2O: C, 61.33; H, 7.12; N, 2.04. Found: C, 61.31; H, 6.63; N, 1.70.

Sources & evidence

ORD record
ord-f4b8e3c76c584365985833a9ccedf0f1
Source dataset
uspto-grants-2001_04
Patent number
US06221865B1

Reaction notes

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