(1R,2S)-1-(3,3-dimethylcycloprop-1-enyl)-3-(4-methoxybenzyloxy)-2-methylpropan-1-ol

Base Information

• Chemical Name: (1R,2S)-1-(3,3-dimethylcycloprop-1-enyl)-3-(4-methoxybenzyloxy)-2-methylpropan-1-ol
• CAS No.: 1245616-66-3
• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.376
• Mol file: 1245616-66-3.mol

Synonyms:(1R,2S)-1-(3,3-dimethylcycloprop-1-enyl)-3-(4-methoxybenzyloxy)-2-methylpropan-1-ol

Chemical Property of (1R,2S)-1-(3,3-dimethylcycloprop-1-enyl)-3-(4-methoxybenzyloxy)-2-methylpropan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-1-(3,3-dimethylcycloprop-1-enyl)-3-(4-methoxybenzyloxy)-2-methylpropan-1-ol

There total 3 articles about (1R,2S)-1-(3,3-dimethylcycloprop-1-enyl)-3-(4-methoxybenzyloxy)-2-methylpropan-1-ol 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:

1,1,3‐tribromo‐2,2‐dimethylcyclopropane (23534-97-6) + (2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal (132969-60-9) → (1R,2S)-1-(3,3-dimethylcycloprop-1-enyl)-3-(4-methoxybenzyloxy)-2-methylpropan-1-ol (1245616-66-3) + (1S,2S)-1-(3,3-dimethylcycloprop-1-enyl)-3-(4-methoxybenzyloxy)-2-methylpropan-1-ol (1245616-67-4)

Guidance literature:

1,1,3‐tribromo‐2,2‐dimethylcyclopropane; With n-butyllithium; In diethyl ether; hexane; at -78 - -10 ℃;

(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal; In diethyl ether; hexane; at -70 - 20 ℃; optical yield given as %de;

DOI:10.1021/ol101741f

Reference yield:

C17H24O3 → (1R,2S)-1-(3,3-dimethylcycloprop-1-enyl)-3-(4-methoxybenzyloxy)-2-methylpropan-1-ol (1245616-66-3) + (1S,2S)-1-(3,3-dimethylcycloprop-1-enyl)-3-(4-methoxybenzyloxy)-2-methylpropan-1-ol (1245616-67-4) + C17H24O4

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; In dichloromethane; at -23 ℃;

DOI:10.1002/chem.201200566

Reference yield:

3,3-Dimethyl-cyclopropen-(1)-yl-(1)-Li (78012-09-6) + (2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal (132969-60-9) → (1R,2S)-1-(3,3-dimethylcycloprop-1-enyl)-3-(4-methoxybenzyloxy)-2-methylpropan-1-ol (1245616-66-3) + (1S,2S)-1-(3,3-dimethylcycloprop-1-enyl)-3-(4-methoxybenzyloxy)-2-methylpropan-1-ol (1245616-67-4)

Guidance literature:

at -70 - 20 ℃; optical yield given as %de;

DOI:10.1002/chem.201200566

upstream raw materials:

1,1,3‐tribromo‐2,2‐dimethylcyclopropane

(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

3,3-Dimethyl-cyclopropen-⁽¹⁾-yl-⁽¹⁾-Li

Downstream raw materials:

1-[(2S,3R)-3-allyloxy-3-(3,3-dimethylcycloprop-1-enyl)-2-methylpropoxymethyl]-4-methoxybenzene

1-[(2S,3R)-3-(3,3-dimethylcycloprop-1-enyl)-2-methyl-3-(3-methylbut-2-enyloxy)-propoxymethyl]-4-methoxybenzene

(2R,4S,5S)-4-((R)-2,2-dimethylcyclopropyl)-2-(4-methoxyphenyl)-5-methyl-[1,3]dioxane