tert-butyl N-methyl-N-(3-oxopropyl)carbamate → 1-{2-[{6-[(2-{3-([tert-Butoxycarbonyl)(methyl)amino]propyl}-1,2,3,4-tetrahydroisoquinolin-6-yl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamate

HRID 446558Notes

Reaction equation

HRID 446558 reaction equation
[C:1]1([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:38])[O:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][N:18]([CH3:37])[C:19](=[O:36])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][NH:25][C:26]2[CH:27]=[C:28]3[C:33](=[CH:34][CH:35]=2)[CH2:32][NH:31][CH2:30][CH2:29]3)[CH2:12][CH2:11]1.[CH3:45][N:46]([CH2:54][CH2:55][CH:56]=O)[C:47](=[O:53])[O:48][C:49]([CH3:52])([CH3:51])[CH3:50]>>[C:1]1([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8](=[O:38])[O:9][CH:10]1[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][N:18]([C:19](=[O:36])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][NH:25][C:26]2[CH:27]=[C:28]3[C:33](=[CH:34][CH:35]=2)[CH2:32][N:31]([CH2:56][CH2:55][CH2:54][N:46]([C:47]([O:48][C:49]([CH3:50])([CH3:52])[CH3:51])=[O:53])[CH3:45])[CH2:30][CH2:29]3)[CH3:37])[CH2:14][CH2:15]1

Participants

3

Reactant 2

HCID 10442454tert-butyl N-methyl-N-(3-oxopropyl)carbamateHCID 666718131-(2-{Methyl[6-(1,2,3,4-tetrahydroisoquinolin-6-ylamino)hexanoyl]amino}ethyl)piperidin-4-yl biphenyl-2-ylcarbamate

Product 1

HCID 666713651-{2-[{6-[(2-{3-([tert-Butoxycarbonyl)(methyl)amino]propyl}-1,2,3,4-tetrahydroisoquinolin-6-yl)amino]hexanoyl}(methyl)amino]ethyl}piperidin-4-yl biphenyl-2-ylcarbamateYield 79.4%

Procedure

The compound (47 mg, 78.6 μmol) obtained in Example 63b and tert-butyl methyl(3-oxopropyl)carbamate (Bioorg. Med. Chem., 12, 19, 2004, 5147-5160) (18 mg, 94.3 μmol) were used to give the title compound (48 mg; yield, 79%) as a colorless oily substance according to the method described in Example 41a.

Sources & evidence

ORD record
ord-88038a6736044a3f8e5f9e388f50af37
Source dataset
uspto-grants-2013_07
Patent number
US08476253B2

Reaction notes

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