Sodium borohydride → HCID 68999301, compound

HRID 750079Notes

Reaction equation

HRID 750079 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 68997756HCID 68997756, compound

Product 1

HCID 68999301HCID 68999301, compoundYield 90.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

The product from step 1 (100 mg, 0.26 mmol) was dissolved in 2 ml EtOH, and NaBH4 (7.5 mg, 0.196 mmol) in 0.5 ml H2O was added and the mixture stirred at rt for 2 h. The mixture was then quenched with 3N NaOH, and 5 ml of ether was added to extract the compound, which was dried over MgSO4 and concentrated to give yellow oil (79 mg, 90.1%).

Workup

  1. customThe mixture was then quenched with 3N NaOH, and 5 ml of ether
  2. additionwas added
  3. extractionto extract the compound, which
  4. dry with materialwas dried over MgSO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-22f76d1801d14e6287a37350bfa613fe
Source dataset
uspto-grants-2008_07
Patent number
US07402684B2

Reaction notes

Loading…