L-Valinol → N-[[1-[[(2-Furanylmethoxy)carbonyl]amino]cyclohexyl]carbonyl]L-valinol

HRID 73881

Reaction equation

HRID 73881 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][O:7][C:8]([NH:10][C:11]1([C:17]([OH:19])=O)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)=[O:9].[NH2:20][C@H:21]([CH2:25][OH:26])[CH:22]([CH3:24])[CH3:23]>>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][O:7][C:8]([NH:10][C:11]1([C:17]([NH:20][C@H:21]([CH2:25][OH:26])[CH:22]([CH3:24])[CH3:23])=[O:19])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1)=[O:9]

Participants

3

Reactant 2

HCID 640993L-ValinolHCID 576728901-[[(2-Furanylmethoxy)carbonyl]amino]cyclohexanecarboxylic acid

Product 1

HCID 24875907N-[[1-[[(2-Furanylmethoxy)carbonyl]amino]cyclohexyl]carbonyl]L-valinol

Procedure

2.00 g (7.48 mmol) of 1-[[(2-furanylmethoxy)carbonyl]amino]cyclohexanecarboxylic acid was used instead of 2-benzothiophenecarboxylic acid, and 772 mg (7.48 mmol) of L-valinol was used instead of 1-aminocyclohexanecarboxylic acid phenylmethyl ester in the process according to Reference Example 197 to obtain 2.67 g (quantitative) of the title compound and 2.64 g (quantitative) of the title compound.

Sources & evidence

ORD record
ord-2f1ffac19e114f4d97b2ad5ddb4635e3
Source dataset
uspto-grants-2014_09
Patent number
US08829209B2

Linked notes

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