6-Bromo-1-hexanol → HCID 11590653, compound

HRID 2353614Notes

Reaction equation

HRID 2353614 reaction equation
[NH2:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][C:4]=1[O:10][CH3:11].Br[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19].[CH3:20][C:21]1([CH3:34])[C@@H:23]2[CH2:24][C:25]3[C:29]([C@H:22]12)=[C:28]([CH3:30])[S:27][C:26]=3[C:31](O)=[O:32]>>[OH:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][O:9][C:6]1[CH:7]=[CH:8][C:3]([CH2:2][NH:1][C:31]([C:26]2[S:27][C:28]([CH3:30])=[C:29]3[C:25]=2[CH2:24][C@H:23]2[C:21]([CH3:34])([CH3:20])[C@H:22]23)=[O:32])=[C:4]([O:10][CH3:11])[CH:5]=1

Participants

4

Reactant 3

HCID 779706-Bromo-1-hexanolHCID 534043344-(Aminomethyl)-3-methoxyphenolHCID 57892448(1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid

Product 1

HCID 11590653HCID 11590653, compound

Procedure

(1aS,5aR)-1,1,2-Trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid 4-(6-hydroxy-hexyloxy)-2-methoxy-benzylamide is prepared starting from 4-aminomethyl-3-methoxy-phenol, 6-bromohexanol and (1aS,5aR)-1,1,2-trimethyl-1,1a,5,5a-tetrahydro-3-thia-cyclopropa[a]pentalene-4-carboxylic acid in analogy to the procedures given in Example 18. LC-MS: tR=1.08 min, [M+1]+=458.25.

Sources & evidence

ORD record
ord-be30ad64743f4d9d83ec472777220f81
Source dataset
uspto-grants-2010_07
Patent number
US07750040B2

Reaction notes

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