Sodium borohydride → HCID 70199065, compound
Reaction equation
[BH4-].[Na+].[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]([C:12](=[O:28])[CH2:13][N:14]2[CH2:19][CH2:18][CH:17]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[CH2:16][CH2:15]2)=[CH:4]1>C(O)C>[O:3]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[C:5]([CH:12]([OH:28])[CH2:13][N:14]2[CH2:15][CH2:16][CH:17]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:24])([CH3:26])[CH3:25])[CH2:18][CH2:19]2)=[CH:4]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1.2 g of sodium borohydride are added in portions to a solution of 7.7 g of the product obtained in Step A in 100 ml of ethanol. After 1 hour's reaction, the solution is evaporated, taken up in water, extracted with ethyl acetate, dried and then concentrated under reduced pressure. Chromatography over silica gel (dichloromethane/ethanol: 95/5) enables the expected product to be isolated.
Workup
- customAfter 1 hour's reaction
- customthe solution is evaporated
- extractionextracted with ethyl acetate
- customdried
- concentrationconcentrated under reduced pressure
- customto be isolated
Sources & evidence
- ORD record
- ord-50f2c605ce0446fb88f8ec93042ac297
- Source dataset
- uspto-grants-2001_11
- Patent number
- US06323217B2
Reaction notes
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