3-(Phenylmethoxy)benzenemethanol → HCID 69143757, compound

HRID 1794095Notes

Reaction equation

HRID 1794095 reaction equation
[Cl:1][C:2]([N:4]1[C@H:9]([CH3:10])[CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][C@@H:5]1[CH3:18])=[O:3].[CH2:19]([O:26][C:27]1[CH:28]=[C:29]([CH:32]=[CH:33][CH:34]=1)[CH2:30][OH:31])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[ClH:1].[CH3:18][C@H:5]1[CH2:6][NH:7][CH2:8][C@@H:9]([CH3:10])[N:4]1[C:2]([O:31][CH2:30][C:29]1[CH:32]=[CH:33][CH:34]=[C:27]([O:26][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:28]=1)=[O:3]

Participants

3

Reactant 2

HCID 743413-(Phenylmethoxy)benzenemethanolHCID 86585999rel-1,1-Dimethylethyl (3R,5S)-4-(chlorocarbonyl)-3,5-dimethyl-1-piperazinecarboxylate

Product 1

HCID 69143757HCID 69143757, compound

Procedure

3-Benzyloxybenzyl cis-2,6-dimethylpiperazine-1-carboxylate hydrochloride was prepared from cis 1-chlorocarbonyl-2,6-dimethyl-4-tert-butoxycarbonylpiperazine and 3-benzyloxybenzyl alcohol according to the methods described for Examples 52 and 54 to give the product as a white solid (0.254 g, 65% overall); νmax (nujol)/cm−1 3320, 2684, 2587, 1716, 1694, 1599, 1415, and 1312; δH (400 MHz, DMSO-d6) 10.02 (1H, br), 9.27 (1H, br), 7.45–7.28 (6H, m), 7.01–6.94 (3H, m), 5.11 (2H, s), 5.09 (2H, s), 4.33 (2H, m), 3.15 (2H, d, J 13.2 Hz), 3.07 (2H, m), and 1.31 (6H, d, J 7.6 Hz).

Sources & evidence

ORD record
ord-504c716ab45b468f9fb6d20739b64324
Source dataset
uspto-grants-2006_04
Patent number
US07022707B2

Reaction notes

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