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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710347Generated: October 26, 2026

1-Octyne → Tert-butyl-2,2-dimethyl-5-((3-((3,4,5-trimethoxyphenyl)ethynyl)-phenyl)ethynyl)-1,3-dioxan-5-ylcarbamate

https://huagongshe.com/reaction/710347

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-OctyneHCID 12370—
Reactant5-Ethynyl-1,2,3-trimethoxybenzeneHCID 11830260—
Reactant5-Iodo-2-tritylisoindolineHCID 66726248—
ReactantTert-butyl 5-((3-iodophenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamateHCID 66726793—
ProductTert-butyl-2,2-dimethyl-5-((3-((3,4,5-trimethoxyphenyl)ethynyl)-phenyl)ethynyl)-1,3-dioxan-5-ylcarbamateHCID 13173394864%

Reaction Steps

When 3,4,5-trimethoxyphenyl-acetylene was substituted for 1-octyne and the product of Step A was substituted for 5-iodo-2-tritylisoindoline in Example 2, Step D, the similar process afforded the title compound in 64% yield, as pale paste. 1H-NMR (CDCl3) 1.43 (s, 3H); 1.47 (s, 9H); 1.49 (5, 3H); 3.84 (s, 3H); 3.87 (s, 6H); 4.00 (d, 2H, J=11.4 Hz); 4.10 (d, 2H, J=11.33 Hz); 5.19 (broad s, 1H), 6.74 (s, 2H); 6.74-6.76 (m, 1H); 7.26-7.38 (m, 1H); 7.43 (d, 1H, J=7.67 Hz); 7.60 (broad s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181182B2
Source datasetuspto-grants-2015_11
ORD IDord-80871b0c478348aea607a94c06530118
Source noteuspto-grants-2015_11