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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710360Generated: October 30, 2026

1-Octyne → tert-Butyl-5-((3-1-admantanyl-4-isopropoxyphenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamate

https://huagongshe.com/reaction/710360

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-OctyneHCID 12370—
Reactant1,1-Dimethylethyl N-(5-ethynyl-2,2-dimethyl-1,3-dioxan-5-yl)carbamateHCID 11514385—
Reactant5-Iodo-2-tritylisoindolineHCID 66726248—
Reactant2-(1-Admantanyl)-4-iodo-1-isopropoxybenzeneHCID 66726909—
Producttert-Butyl-5-((3-1-admantanyl-4-isopropoxyphenyl)ethynyl)-2,2-dimethyl-1,3-dioxan-5-ylcarbamateHCID 13173395558%

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 A was substituted for 5-iodo-2-tritylisoindoline in Example 2, Step D, the similar process afforded the title compound in 58% yield, as pale paste. 1H-NMR (CDCl3) 1.35 (d, 6H, J=6.01 Hz); 1.43 (s, 3H); 1.47 (s, 9H); 1.48 (s, 3H); 1.74 (s, 6H); 2.06 (s, 9H); 3.99 (d, 2H, J=11.45 Hz); 4.08 (d, 2H, J=11.51 Hz); 4.59-4.64 (m, 1H); 5.17 (broad s, 1H); 6.72 (d, 1H, J=8.61 Hz); 7.21 (dd, 1H, J=2.08, 8., Hz); 7.25 (d, 1H, J=2.09 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181182B2
Source datasetuspto-grants-2015_11
ORD IDord-c9a461644560441f910d8d5bfe55e3bb
Source noteuspto-grants-2015_11