(1R,2S)-2-{[(4-methoxybenzyl)oxy]methyl}cyclopropanecarbaldehyde

Base Information

• Chemical Name: (1R,2S)-2-{[(4-methoxybenzyl)oxy]methyl}cyclopropanecarbaldehyde
• CAS No.: 617705-29-0
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.268
• Mol file: 617705-29-0.mol

Synonyms:(1R,2S)-2-{[(4-methoxybenzyl)oxy]methyl}cyclopropanecarbaldehyde

Chemical Property of (1R,2S)-2-{[(4-methoxybenzyl)oxy]methyl}cyclopropanecarbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-2-{[(4-methoxybenzyl)oxy]methyl}cyclopropanecarbaldehyde

There total 5 articles about (1R,2S)-2-{[(4-methoxybenzyl)oxy]methyl}cyclopropanecarbaldehyde 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: 88.0%

[(1R,2S)-2-(4-Methoxy-benzyloxymethyl)-cyclopropyl]-methanol (617705-44-9) → (1R,2S)-2-{[(4-methoxybenzyl)oxy]methyl}cyclopropanecarbaldehyde (617705-29-0)

Guidance literature:

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/S0040-4020(03)00916-5

Reference yield: 84.0%

(1S)-1-[(1R,2S)-2-{[(4-methoxybenzyl)oxy]methyl}cyclopropyl]ethane-1,2-diol → (1R,2S)-2-{[(4-methoxybenzyl)oxy]methyl}cyclopropanecarbaldehyde (617705-29-0)

Guidance literature:

With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 25 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jacs.0c07094

Reference yield:

(1R,2S,4'S)-1-(2',2'-dimethyl-1',3'-dioxolane-4'-yl)-2-(hydroxymethyl)cyclopropane (153861-49-5) → (1R,2S)-2-{[(4-methoxybenzyl)oxy]methyl}cyclopropanecarbaldehyde (617705-29-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate / dichloromethane / 16 h / 23 °C / Inert atmosphere

2: hydrogenchloride / tetrahydrofuran; water / 3 h / 23 °C / Inert atmosphere

3: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 25 °C / Inert atmosphere

With hydrogenchloride; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jacs.0c07094

upstream raw materials:

[(1R,2S)-2-(4-Methoxy-benzyloxymethyl)-cyclopropyl]-methanol

(Z)-4-(4-methoxybenzyloxy)but-2-en-1-ol

(1R,2S,4'S)-1-(2',2'-dimethyl-1',3'-dioxolane-4'-yl)-2-(hydroxymethyl)cyclopropane

Downstream raw materials:

1-[({(1S,2R)-2-[(E)-2-iodoethenyl]cyclopropyl}methoxy)methyl]-4-methoxybenzene

1-({[(1S,2S)-2-ethenylcyclopropyl]methoxy}methyl)-4-methoxybenzene

2-{(E)-4-[(1S,2S)-2-(4-Methoxy-benzyloxymethyl)-cyclopropyl]-but-3-en-1-ynyl}-oxazole-4-carboxylic acid ethyl ester