N-tert-butylsulfamoyl chloride → tert-butyl(3R)-3-[3-({[(tert-butylamino)sulfonyl]amino}methyl)-1,2,4-oxadiazol-5-yl]-6-cyclohexylhexanoate

HRID 1350216Notes

Reaction equation

HRID 1350216 reaction equation
[NH2:1][CH2:2][C:3]1[N:7]=[C:6]([C@H:8]([CH2:17][CH2:18][CH2:19][CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[O:5][N:4]=1.[C:26]([NH:30][S:31](Cl)(=[O:33])=[O:32])([CH3:29])([CH3:28])[CH3:27]>N1C=CC=CC=1>[C:26]([NH:30][S:31]([NH:1][CH2:2][C:3]1[N:7]=[C:6]([C@H:8]([CH2:17][CH2:18][CH2:19][CH:20]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]2)[CH2:9][C:10]([O:12][C:13]([CH3:15])([CH3:16])[CH3:14])=[O:11])[O:5][N:4]=1)(=[O:33])=[O:32])([CH3:29])([CH3:28])[CH3:27]

Participants

4

Reactant 2

HCID 12682606N-tert-butylsulfamoyl chlorideHCID 16747946tert-butyl(3R)-3-[3-(aminomethyl)-1,2,4-oxadiazol-5-yl]-6-cyclohexylhexanoate

Product 1

HCID 60077597tert-butyl(3R)-3-[3-({[(tert-butylamino)sulfonyl]amino}methyl)-1,2,4-oxadiazol-5-yl]-6-cyclohexylhexanoate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Method as for preparation 10 using tert-butyl(3R)-3-[3-(aminomethyl)-1,2,4-oxadiazol-5-yl]-6-cyclohexylhexanoate (preparation 18) (200 mg, 0.57 mmol) and N-tert-butylsulfamoyl chloride (J. Org. Chem.; 1976, 41, 4028) (108 mg, 0.63 mmol) as starting materials and pyridine as base.

Sources & evidence

ORD record
ord-0557e89aa7944e69bfa84f4281e71251
Source dataset
uspto-grants-2007_05
Patent number
US07214694B2

Reaction notes

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