(1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enecarbaldehyde

Base Information

Chemical Name:(1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enecarbaldehyde
CAS No.:1260612-76-7
Molecular Formula:C₂₂H₃₀O₅
Molecular Weight:374.477
Hs Code.:

Synonyms:(1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enecarbaldehyde

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Chemical Property of (1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enecarbaldehyde

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Technology Process of (1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enecarbaldehyde

There total 8 articles about (1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enecarbaldehyde 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: 97.0%

: 1260612-75-6
(1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enylmethanol

: 1260612-76-7
(1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enecarbaldehyde

Guidance literature:: With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 0.5h; Molecular sieve;
DOI:10.1021/ol1026816

Reference yield:

: 1260612-72-3
(1R,5R)-ethyl 5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-2-(trifluoromethylsulfonyloxy)cyclopent-2-enecarboxylate

: 1260612-76-7
(1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enecarbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: palladium diacetate; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 16 h / 45 °C / 760.05 Torr

2.1: diisobutylaluminium hydride / hexane / 4 h / -78 - 20 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

3.2: 15 h / 0 - 20 °C

4.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.5 h / 20 °C / Molecular sieve

With tetrapropylammonium perruthennate; palladium diacetate; sodium hydride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol1026816

Reference yield:

: 1260612-73-4
(1R,5R)-1-ethyl 2-methyl 5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-ene-1,2-dicarboxylate

: 1260612-76-7
(1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enecarbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminium hydride / hexane / 4 h / -78 - 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

2.2: 15 h / 0 - 20 °C

3.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.5 h / 20 °C / Molecular sieve

With tetrapropylammonium perruthennate; sodium hydride; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; hexane; dichloromethane; mineral oil;
DOI:10.1021/ol1026816