Benzyl 3-hydroxy-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate → Benzyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[4-methyl-3-(2-triisopropylsilanyloxyethoxy)benzyloxy]piperidine-1-carboxylate

HRID 1176394

Reaction equation

HRID 1176394 reaction equation
[OH:1][CH:2]1[CH:7]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][O:18][CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26][CH3:27])=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4]([C:28]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[O:29])[CH2:3]1.Cl[CH2:39][C:40]1[CH:41]=[CH:42][C:43]([CH3:60])=[C:44]([CH:59]=1)[O:45][CH2:46][CH2:47][O:48][Si:49]([CH:56]([CH3:58])[CH3:57])([CH:53]([CH3:55])[CH3:54])[CH:50]([CH3:52])[CH3:51]>>[CH3:27][O:26][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[CH2:19][O:18][CH2:17][CH2:16][CH2:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([CH:7]2[CH2:6][CH2:5][N:4]([C:28]([O:30][CH2:31][C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)=[O:29])[CH2:3][CH:2]2[O:1][CH2:39][C:40]2[CH:41]=[CH:42][C:43]([CH3:60])=[C:44]([O:45][CH2:46][CH2:47][O:48][Si:49]([CH:53]([CH3:55])[CH3:54])([CH:56]([CH3:58])[CH3:57])[CH:50]([CH3:51])[CH3:52])[CH:59]=2)=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 68499596Benzyl 3-hydroxy-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylateHCID 68504955HCID 68504955, compound

Product 1

HCID 68503397Benzyl 4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}-3-[4-methyl-3-(2-triisopropylsilanyloxyethoxy)benzyloxy]piperidine-1-carboxylate

Procedure

Analogously to Method D, 0.700 g of benzyl 3-hydroxy-4-{4-[3-(2-methoxybenzyloxy)propoxy]phenyl}piperidine-1-carboxylate (Example 10f) and [2-(5-chloromethyl-2-methylphenoxy)ethoxy]triisopropylsilane are reacted. The title compound is obtained as a colourless oil. Rf=0.41 (1:2 EtOAc-heptane); Rt=7.94.

Sources & evidence

ORD record
ord-acec884f386e49a898fdec48eb3986e8
Source dataset
uspto-grants-2010_11
Patent number
US07842688B2

Linked notes

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