Hydrochloric Acid → HCID 58080194, compound
Reaction equation
[NH2:1][C@@H:2]([CH2:9][S:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:3][C:4]([N:6]([CH3:8])[CH3:7])=O.CO.Cl>C1COCC1>[CH3:8][N:6]([CH3:7])[CH2:4][CH2:3][C@@H:2]([NH2:1])[CH2:9][S:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of Example 1C (8.68 g) in THF (200 mL) was treated with BH3-dimethylsulfide (18.2 mL) at room temperature, stirred overnight, treated slowly with methanol (20 mL), followed by 2N HCl (50 mL), stirred overnight, and concentrated. The resulting residue was purified by silica gel chromatography eluting with 5% 7N NH3/CH3OH in dichloromethane to give the desired product.
Workup
- stirringstirred overnight
- concentrationconcentrated
- customThe resulting residue was purified by silica gel chromatography
- washeluting with 5% 7N NH3/CH3OH in dichloromethane
Sources & evidence
- ORD record
- ord-f2bd9599590d4486bbf27678f7a0cb43
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09156856B2
Reaction notes
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