4-Iodobenzenesulfonyl chloride → (R)-[5-(4-iodo-benzenesulfonylamino)-5,6,7,8-tetrahydro-naphthalen-1-yloxy]-acetic acid tert-butyl ester

HRID 1696886Notes

Reaction equation

HRID 1696886 reaction equation
[C:1]([O:5][C:6](=[O:20])[CH2:7][O:8][C:9]1[C:18]2[CH2:17][CH2:16][CH2:15][C@@H:14]([NH2:19])[C:13]=2[CH:12]=[CH:11][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[I:21][C:22]1[CH:27]=[CH:26][C:25]([S:28](Cl)(=[O:30])=[O:29])=[CH:24][CH:23]=1>>[C:1]([O:5][C:6](=[O:20])[CH2:7][O:8][C:9]1[C:18]2[CH2:17][CH2:16][CH2:15][C@@H:14]([NH:19][S:28]([C:25]3[CH:26]=[CH:27][C:22]([I:21])=[CH:23][CH:24]=3)(=[O:30])=[O:29])[C:13]=2[CH:12]=[CH:11][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 73994-Iodobenzenesulfonyl chlorideHCID 59192574HCID 59192574, compound

Product 1

HCID 59192548(R)-[5-(4-iodo-benzenesulfonylamino)-5,6,7,8-tetrahydro-naphthalen-1-yloxy]-acetic acid tert-butyl ester

Procedure

Starting with (R)-(5-amino-5,6,7,8-tetrahydro-naphthalen-1-yloxy)-acetic acid tert-butyl ester (example 1-2, method B, 1st step) and 4-iodobenzenesulfonyl chloride, using the method analogous to the one used for example 1-1, method A, 4th step, (R)-[5-(4-iodo-benzenesulfonylamino)-5,6,7,8-tetrahydro-naphthalen-1-yloxy]-acetic acid tert-butyl ester was obtained. MS cald. for C22H26INO5S 543, obsd. 544 [(M+H)+].

Sources & evidence

ORD record
ord-3acff169496a493b9c145f7356ae8486
Source dataset
uspto-grants-2012_04
Patent number
US08163781B2

Reaction notes

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