HCID 10760311, compound → 3-(1-Benzothien-3-yl)-8-{[(2s)-8-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]methyl}-8-azabicyclo[3.2.1]octan-3-ol

HRID 431004Notes

Reaction equation

HRID 431004 reaction equation
[S:1]1[CH:5]=[C:4]([C:6]2([OH:14])[CH2:12][CH:11]3[NH:13][CH:8]([CH2:9][CH2:10]3)[CH2:7]2)[C:3]2[CH:15]=[CH:16][CH:17]=[CH:18][C:2]1=2.[CH3:19][O:20][C:21]1[C:26]2[O:27][C@H:28]([CH2:31]OS(C3C=CC(C)=CC=3)(=O)=O)[CH2:29][O:30][C:25]=2[CH:24]=[CH:23][CH:22]=1>>[S:1]1[C:2]2[CH:18]=[CH:17][CH:16]=[CH:15][C:3]=2[C:4]([C:6]2([OH:14])[CH2:7][CH:8]3[N:13]([CH2:31][C@@H:28]4[O:27][C:26]5[C:21]([O:20][CH3:19])=[CH:22][CH:23]=[CH:24][C:25]=5[O:30][CH2:29]4)[CH:11]([CH2:10][CH2:9]3)[CH2:12]2)=[CH:5]1

Participants

3

Reactant 2

HCID 10760311HCID 10760311, compoundHCID 120958533-Benzo[b]thiophen-3-yl-8-aza-bicyclo[3.2.1]octan-3-ol

Product 1

HCID 102034703-(1-Benzothien-3-yl)-8-{[(2s)-8-methoxy-2,3-dihydro-1,4-benzodioxin-2-yl]methyl}-8-azabicyclo[3.2.1]octan-3-olYield 33%

Procedure

The title compound was prepared by the same procedure described in Example 1, Step 4 using 3-benzo[b]thiophen-3-yl-8-aza-bicyclo[3.2.1]octan-3-ol in place of 3-naphthalen-2-yl-8-aza-bicyclo[3.2.1]octan-3-ol, and (S)-toluene-4-sulfonic acid 8-methoxy-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl ester in place of (S)-toluene-4-sulfonic acid 8-ethoxy-2,3-dihydro-benzo[1,4]dioxin-2-ylmethyl ester. Yield: 33%, white solid.

Sources & evidence

ORD record
ord-fd2daa4e7fec47f2b8d83af9cb93c11e
Source dataset
uspto-grants-2003_12
Patent number
US06656951B2

Reaction notes

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