Isopropylamine → tert-butyl(3R)-6-cyclohexyl-3-{3-[(isopropylamino)methyl]-1,2,4-oxadiazol-5-yl}hexanoate

HRID 2084471Notes

Reaction equation

HRID 2084471 reaction equation
[CH:1]1([CH2:7][CH2:8][CH2:9][C@@H:10]([C:19]2[O:23][N:22]=[C:21]([CH2:24]OS(C3C=CC(C)=CC=3)(=O)=O)[N:20]=2)[CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:36]([NH2:39])([CH3:38])[CH3:37]>>[CH:1]1([CH2:7][CH2:8][CH2:9][C@@H:10]([C:19]2[O:23][N:22]=[C:21]([CH2:24][NH:39][CH:36]([CH3:38])[CH3:37])[N:20]=2)[CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 16747945tert-Butyl (3R)-6-cyclohexyl-3-[3-({[(4-methylphenyl)sulfonyl]oxy}methyl)1,2,4-oxadiazol-5-yl]hexanoate

Product 1

HCID 16748070tert-butyl(3R)-6-cyclohexyl-3-{3-[(isopropylamino)methyl]-1,2,4-oxadiazol-5-yl}hexanoate

Procedure

Method as for preparation 5 using tert-butyl (3R)-6-cyclohexyl-3-[3-({[(4-methylphenyl)sulfonyl]oxy}methyl)-1,2,4-oxadiazol-5-yl]hexanoate (preparation 177) (490 mg, 0.97 mmol) and isopropylamine (175 mg, 3.00 mmol) as starting materials.

Sources & evidence

ORD record
ord-e7a4ab4164e94b1fb0a0925fd58ca9ad
Source dataset
uspto-grants-2004_04
Patent number
US06716861B2

Reaction notes

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