Oxane-4-carboxylic acid → ((R)-1-phenyl-2-[(tetrahydro-pyran-4-carbonyl)-amino]ethyl)-carbamic acid tert-butyl ester

HRID 1711186Notes

Reaction equation

HRID 1711186 reaction equation
[C:1]([O:5][C:6](=[O:17])[NH:7][C@H:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:9][NH2:10])([CH3:4])([CH3:3])[CH3:2].[O:18]1[CH2:23][CH2:22][CH:21]([C:24](O)=[O:25])[CH2:20][CH2:19]1>>[C:1]([O:5][C:6](=[O:17])[NH:7][C@H:8]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[CH2:9][NH:10][C:24]([CH:21]1[CH2:22][CH2:23][O:18][CH2:19][CH2:20]1)=[O:25])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 219302Oxane-4-carboxylic acidHCID 15675183[(1R)-2-AMINO-1-PHENYLETHYL]-CARBAMIC ACID 1,1-DIMETHYLETHYL ESTER

Product 1

HCID 68777114((R)-1-phenyl-2-[(tetrahydro-pyran-4-carbonyl)-amino]ethyl)-carbamic acid tert-butyl esterYield 99.8%

Procedure

Using general procedure E, ((R)-2-amino-1-phenyl-ethyl)-carbamic acid tert-butyl ester (616 mg, 2.61 mmol) and tetrahydro-pyran-4-carboxylic acid (339 mg, 2.61 mmol) afforded ((R)-1-phenyl-2-[(tetrahydro-pyran-4-carbonyl)-amino]ethyl)-carbamic acid tert-butyl ester (908 mg, 99%).

Sources & evidence

ORD record
ord-cc551213da504b86a459a942394e1d34
Source dataset
uspto-grants-2010_09
Patent number
US07790747B2

Reaction notes

Loading…