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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710337Generated: October 27, 2026

1-Octyne → tert-Butyl-5-((4-(N-(3-methoxyphenyl)-N-methylsulfamoyl)phenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate

https://huagongshe.com/reaction/710337

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-OctyneHCID 12370—
Reactant1,1-Dimethylethyl N-(5-ethynyl-2,2-dimethyl-1,3-dioxan-5-yl)carbamateHCID 11514385—
Reactant4-bromo-N-(3-methoxyphenyl)-N-methylbenzenesulfonamideHCID 62003284—
Reactant5-Iodo-2-tritylisoindolineHCID 66726248—
Producttert-Butyl-5-((4-(N-(3-methoxyphenyl)-N-methylsulfamoyl)phenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamateHCID 13173394259%

Reaction Steps

When tert-butyl 5-ethynyl-2,2-dimethyl-1,3-dioxan-5-ylcarbamate was substituted for 1-octyne and the product of Step B was substituted for 5-iodo-2-tritylisoindoline in Example 2, Step D, the similar process afforded the title compound in 59% yield, as a creamy paste. 1H-NMR (CDCl3) 1.45 (s, 3H); 1.46 (s, 9H); 1.49 (5, 3H); 1.58 (s, 2H); 2.63 (s, 2H); 3.13 (s, 3H); 3.75 (s, 3H); 3.96 (d, 2H, J=17.23 Hz), 4.07 (d, 2H, J=17.23 Hz); 6.54 (dd, 1H, J=1.66, 7.92 Hz), 6.69 (tr, 1H, J=2.18 Hz); 6.79 (dd, 1H, J=2.39, 10.68 Hz); 7.16 (tr, 1H, J=8.15 Hz); 7.47 (s, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181182B2
Source datasetuspto-grants-2015_11
ORD IDord-8ffce183ff9b4336a235c886e0df4ef1
Source noteuspto-grants-2015_11