Methanol → HCID 58096389, compound

HRID 2275804Notes

Reaction equation

HRID 2275804 reaction equation
[O:1]=[C:2]([CH3:16])[C@H:3]([NH:5][C:6](=[O:15])[O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:4].CO.[BH4-].[Na+]>C1COCC1>[OH:1][CH:2]([CH3:16])[C@H:3]([NH:5][C:6](=[O:15])[O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 59176688HCID 59176688, compound

Product 1

HCID 58096389HCID 58096389, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Under argon, 885 mg of benzyl [(2R)-3-oxobutan-2-yl]carbamate (Example 151A, 4 mmol, 1 equivalent) were initially charged in 13 ml of THF and 13 ml of methanol and, analogously to Example 133A, reacted with 227 mg of sodium borohydride (6 mmol, 1.5 equivalents) and worked up. This gave 830 mg (92% of theory) of the title compound.

Sources & evidence

ORD record
ord-ce2de751b8c44b07a334838abd9058df
Source dataset
uspto-grants-2015_09
Patent number
US09126998B2

Reaction notes

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