Potassium Hydroxide → HCID 178419146, compound

HRID 2085744Notes

Reaction equation

HRID 2085744 reaction equation
O1CCCO[B:2]1[C:7]1[CH:37]=[CH:36][C:10]([C:11]([NH:13][S:14]([C:17]2[CH:22]=[CH:21][C:20]([NH:23][CH2:24][CH2:25][S:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[C:19]([N+:33]([O-:35])=[O:34])[CH:18]=2)(=[O:16])=[O:15])=[O:12])=[CH:9][CH:8]=1.[OH-].[K+]>C1COCC1>[BH2:2][C:7]1[CH:8]=[CH:9][C:10]([C:11]([NH:13][S:14]([C:17]2[CH:22]=[CH:21][C:20]([NH:23][CH2:24][CH2:25][S:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[C:19]([N+:33]([O-:35])=[O:34])[CH:18]=2)(=[O:15])=[O:16])=[O:12])=[CH:36][CH:37]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 22730739HCID 22730739, compound

Product 1

HCID 178419146HCID 178419146, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of Example 214D (26.26 g, 48.5 mmol) in THF (250 mL) at room temperature was treated with 2M KOH (225 mL), stirred for 16 hours, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 70-100% ethyl acetate/hexanes to provide the desired product.

Workup

  1. concentrationconcentrated
  2. customThe concentrate was purified by flash column chromatography on silica gel with 70-100% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-bd19b5811da34a5f9ef72bf50e3de16a
Source dataset
uspto-grants-2004_04
Patent number
US06720338B2

Reaction notes

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