(1R,2R)-2-Carbamoyl-cyclohexanecarboxylic acid → ((1R,2R)-2-(aminomethyl)cyclohexyl)methanol

HRID 875040Notes

Reaction equation

HRID 875040 reaction equation
[C@@H:1]1([C:10]([NH2:12])=O)[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[C:7](O)=[O:8].[BH4-].[Na+].B(F)(F)F.CCOCC>>[NH2:12][CH2:10][C@@H:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C@H:2]1[CH2:7][OH:8]

Participants

3

Reactant 2

HCID 6928785(1R,2R)-2-Carbamoyl-cyclohexanecarboxylic acidHCID 131732581Sodium borohydride boron trifluoride etherate

Product 1

HCID 15247349((1R,2R)-2-(aminomethyl)cyclohexyl)methanol

Procedure

((1R,2R)-2-(aminomethyl)cyclohexyl)methanol was prepared by reduction of enantiomerically pure trans-1,2-cyclohexanedicarboxylic acid monoamide using sodium borohydride-boron trifluoride etherate.

Sources & evidence

ORD record
ord-a803f1d50ab2499ca74bb3cb91d7b8c6
Source dataset
uspto-grants-2015_03
Patent number
US08981095B2

Reaction notes

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