Sodium borohydride → HCID 68998657, compound

HRID 1909768Notes

Reaction equation

HRID 1909768 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[O:28])[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:17][N:16]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+]>CCO.O>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]([OH:28])[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[CH:17][N:16]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 68998680HCID 68998680, compound

Product 1

HCID 68998657HCID 68998657, compoundYield 90.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Product from Example 140, step 3 (100 mg, 0.26 mmol) was dissolved in 3 ml EtOH, and NaBH4 (7.5 mg, 0.196 mmol) in 1 ml H2O was added and the mixture stirred at rt for 2 h. The mixture was then quenched with 3N NaOH (5 mL) and ether was added to extract the compound, which was dried over anhy. MgSO4 and concentrated to give a yellow oil (90.1 mg, 90.1%)

Workup

  1. customThe mixture was then quenched with 3N NaOH (5 mL) and ether
  2. additionwas added
  3. extractionto extract the compound, which
  4. customwas dried over anhy
  5. concentrationMgSO4 and concentrated

Sources & evidence

ORD record
ord-4bd8b09cb0ee46d98e32787bb9923a03
Source dataset
uspto-grants-2013_12
Patent number
US08598359B2

Reaction notes

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