4-(4-Iodo-phenoxy)-benzenesulfonyl chloride → {[4-(4-Iodo-phenoxy)-benzenesulphonyl]-tert-butoxycarbonylmethyl-amino}-aceticacid tert-butyl ester

HRID 37743Notes

Reaction equation

HRID 37743 reaction equation
[C:1]([O:5][C:6](=[O:33])[CH2:7][N:8]([S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])([CH3:4])([CH3:3])[CH3:2].[I:34]C1C=CC(OC2C=CC(S(Cl)(=O)=O)=CC=2)=CC=1>>[C:1]([O:5][C:6](=[O:33])[CH2:7][N:8]([S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][C:27]2[CH:32]=[CH:31][C:30]([I:34])=[CH:29][CH:28]=2)=[CH:22][CH:21]=1)(=[O:19])=[O:18])[CH2:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 217057734-(4-Iodo-phenoxy)-benzenesulfonyl chlorideHCID 66916713HCID 66916713, compound

Product 1

HCID 66916719{[4-(4-Iodo-phenoxy)-benzenesulphonyl]-tert-butoxycarbonylmethyl-amino}-aceticacid tert-butyl ester

Procedure

Compound 4e was prepared following the procedure described for 4a with reagent quantities adapted to the amount of starting material 3e (0.71 g, 1.81 mmol). Yield: 1.04 g, 1.64 mmol, 99% (white solid). 1H-NMR (DMSO-d6): δ 7.96 (d, 3J=8.5 Hz, 2H, ArH), 7.59 (d, 3J=8.5 Hz, 2H, ArH), 4.07 (s, 4H, 2×CH2CO2H), 1.40 (s, 18H, 2×CO2tBu).

Sources & evidence

ORD record
ord-87fee97c66ee4f39bed4407aa0680954
Source dataset
uspto-grants-2013_09
Patent number
US08524194B2

Reaction notes

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