(2R)-2-(BOC)amino-N-[3-(cyclohexylamino)azetidine-1-yl]-3-(4-chlorophenyl)propionamide → (2R)-2-(BOC)amino-N-{3-[cyclohexyl(isobutyryl)amino]azetidine-1-yl}-3-(4-chlorophenyl)propionamide

HRID 1670032Notes

Reaction equation

HRID 1670032 reaction equation
[CH:1]1([N:7]([C:13](=[O:17])[CH:14]([CH3:16])[CH3:15])[C@H:8]2[CH2:12]C[NH:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:18]([NH:25][C@H:26]([CH2:41][C:42]1[CH:47]=[CH:46][C:45]([Cl:48])=[CH:44][CH:43]=1)[C:27]([NH:29]N1CC(NC2CCCCC2)C1)=[O:28])([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19]>C(Cl)(=O)C(C)C>[C:18]([NH:25][C@H:26]([CH2:41][C:42]1[CH:47]=[CH:46][C:45]([Cl:48])=[CH:44][CH:43]=1)[C:27]([NH:29][N:10]1[CH2:9][CH:8]([N:7]([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[C:13](=[O:17])[CH:14]([CH3:15])[CH3:16])[CH2:12]1)=[O:28])([O:20][C:21]([CH3:23])([CH3:24])[CH3:22])=[O:19]

Participants

4

Reactant 2

HCID 67342965(2R)-2-(BOC)amino-N-[3-(cyclohexylamino)azetidine-1-yl]-3-(4-chlorophenyl)propionamide2×HCID 67345620(3S)-3-[cyclohexyl(isobutyryl)amino]pyrrolidine

Product 1

HCID 67344982(2R)-2-(BOC)amino-N-{3-[cyclohexyl(isobutyryl)amino]azetidine-1-yl}-3-(4-chlorophenyl)propionamide

Reagents, catalysts & solvents 1

HCID 62325Isobutyryl chlorideSolvent

Procedure

The title compound was prepared following the procedure described in Step A of Intermediate 36 using (2R)-2-(BOC)amino-N-[3-(cyclohexylamino)azetidine-1-yl]-3-(4-chlorophenyl)propionamide prepared in Intermediate 202 and isobutyrylchloride.

Sources & evidence

ORD record
ord-c7369021f13f4028b1834f708d449d60
Source dataset
uspto-grants-2011_08
Patent number
US07989634B2

Reaction notes

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