8-(benzyloxymethyl)-2,2-dimethyl-6-[(2-nitrophenyl)ethynyl]-1,3,7-trioxaspiro[4.4]nonane

Base Information

Chemical Name:8-(benzyloxymethyl)-2,2-dimethyl-6-[(2-nitrophenyl)ethynyl]-1,3,7-trioxaspiro[4.4]nonane
CAS No.:1402730-58-8
Molecular Formula:C₂₄H₂₅NO₆
Molecular Weight:423.466
Hs Code.:

Synonyms:8-(benzyloxymethyl)-2,2-dimethyl-6-[(2-nitrophenyl)ethynyl]-1,3,7-trioxaspiro[4.4]nonane

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Chemical Property of 8-(benzyloxymethyl)-2,2-dimethyl-6-[(2-nitrophenyl)ethynyl]-1,3,7-trioxaspiro[4.4]nonane

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Technology Process of 8-(benzyloxymethyl)-2,2-dimethyl-6-[(2-nitrophenyl)ethynyl]-1,3,7-trioxaspiro[4.4]nonane

There total 5 articles about 8-(benzyloxymethyl)-2,2-dimethyl-6-[(2-nitrophenyl)ethynyl]-1,3,7-trioxaspiro[4.4]nonane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

: 609-73-4
o-nitroiodobenzene

: 1402730-54-4
8-(benzyloxymethyl)-6-ethynyl-2,2-dimethyl-1,3,7-trioxaspiro[4.4]nonane

: 1402730-58-8
8-(benzyloxymethyl)-2,2-dimethyl-6-[(2-nitrophenyl)ethynyl]-1,3,7-trioxaspiro[4.4]nonane

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/chem.201103604

Reference yield:

: 78687-63-5
2,6-O-isopropylidene-α-D-glucoisosaccharino-1,4-lactone

: 1402730-58-8
8-(benzyloxymethyl)-2,2-dimethyl-6-[(2-nitrophenyl)ethynyl]-1,3,7-trioxaspiro[4.4]nonane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / dichloromethane / 4 h / 0 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

3.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane; acetonitrile / 1 h / -78 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 °C

4.2: 3 h / 0 °C

5.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With 1H-imidazole; triethylsilane; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; boron trifluoride diethyl etherate; sodium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil; 5.1: Sonogashira coupling;
DOI:10.1002/chem.201103604

Reference yield:

: 1402730-57-7
{2,2-dimethyl-6-[(trimethylsilyl)ethynyl]-1,3,7-trioxaspiro[4.4]nonan-8-yl}methanol

: 1402730-58-8
8-(benzyloxymethyl)-2,2-dimethyl-6-[(2-nitrophenyl)ethynyl]-1,3,7-trioxaspiro[4.4]nonane

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.75 h / 0 °C

1.2: 3 h / 0 °C

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; mineral oil; 2.1: Sonogashira coupling;
DOI:10.1002/chem.201103604