Sodium Hydroxide → HCID 67098291, compound

HRID 2078652Notes

Reaction equation

HRID 2078652 reaction equation
[OH-].[Na+].C([O:6][CH2:7][CH2:8][CH2:9][CH2:10][S:11]([NH:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][C:26]([CH2:29][CH2:30][N:31]([C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])[CH2:32][C@H:33]([OH:40])[C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[CH:25][CH:24]=2)=[CH:19][C:18]=1[O:48][CH:49]1[CH2:54][CH2:53][CH2:52][CH2:51][CH2:50]1)=[O:16])(=[O:13])=[O:12])(=O)C>CO>[CH:49]1([O:48][C:18]2[CH:19]=[C:20]([C:23]3[CH:24]=[CH:25][C:26]([CH2:29][CH2:30][N:31]([CH2:32][C@H:33]([OH:40])[C:34]4[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=4)[C:41](=[O:42])[O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[CH:27][CH:28]=3)[CH:21]=[CH:22][C:17]=2[C:15]([NH:14][S:11]([CH2:10][CH2:9][CH2:8][CH2:7][OH:6])(=[O:12])=[O:13])=[O:16])[CH2:54][CH2:53][CH2:52][CH2:51][CH2:50]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67097622HCID 67097622, compound

Product 1

HCID 67098291HCID 67098291, compoundYield 55.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1N Sodium hydroxide (575 μl) was added to a solution of 4-[[[[4′-[2-[(tert-butoxycarbonyl)[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]-3-(cyclohexyloxy)-4-biphenylyl]-carbonyl]amino]sulfonyl]butyl acetate (212 mg) in methanol (4.24 ml). The mixture was stirred at room temperature overnight. The mixture was evaporated in vacuo. The residue was purified by silica gel column chromatography to give tert-butyl [2-[3′-(cyclohexyloxy)-4′-[[[(4-hydroxybutyl)sulfonyl]amino]carbonyl]-4-biphenylyl]ethyl]-[(2R)-2-hydroxy-2-phenylethyl]carbamate (111 mg).

Workup

  1. customThe mixture was evaporated in vacuo
  2. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-1db38b8ff751490580713556ad7ca956
Source dataset
uspto-grants-2011_04
Patent number
US07928264B2

Reaction notes

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