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

Base Information

• Chemical Name: (1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enylmethanol
• CAS No.: 1260612-75-6
• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.493
• Mol file: 1260612-75-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about (1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enylmethanol 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: 74.0%

(1R,5R)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-ene-1,2-diyl-dimethanol (1260612-74-5) + p-methoxybenzyl chloride (824-94-2) → (1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enylmethanol (1260612-75-6)

Guidance literature:

(1R,5R)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-ene-1,2-diyl-dimethanol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h;

p-methoxybenzyl chloride; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 15h;

DOI:10.1021/ol1026816

Reference yield:

(1R,5R)-ethyl 5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-2-(trifluoromethylsulfonyloxy)cyclopent-2-enecarboxylate (1260612-72-3) → (1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enylmethanol (1260612-75-6)

Guidance literature:

Multi-step reaction with 3 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

With palladium diacetate; sodium hydride; diisobutylaluminium hydride; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/ol1026816

Reference yield:

(1R,5R)-1-ethyl 2-methyl 5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-ene-1,2-dicarboxylate (1260612-73-4) → (1R,5R)-2-((4-methoxybenzyloxy)methyl)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enylmethanol (1260612-75-6)

Guidance literature:

Multi-step reaction with 2 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

With sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; mineral oil;

DOI:10.1021/ol1026816

upstream raw materials:

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

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

(1R,5R)-5-methyl-1-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-ene-1,2-diyl-dimethanol

p-methoxybenzyl chloride

Downstream raw materials:

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

2-(2-((1S,5R)-2-((4-methoxybenzyloxy)methyl)-1,5-dimethylcyclopent-2-enyl)ethyl)-2-methyl-1,3-dioxolane

(3R,4S)-6-(4-methoxybenzyloxy)-3,4-dimethyl-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-oxohexanal

(3S,4R,10S)-1-(4-methoxybenzyloxy)-3,4,10-trimethyl-3-(2-(2-methyl-(1,3)dioxolan-2-yl)ethyl)-10-triethylsilanyloxytetradeca-6,13-diene-2,8-dione