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

Base Information

• Chemical Name: [(1R,2S)-2-(4-Methoxy-benzyloxymethyl)-cyclopropyl]-methanol
• CAS No.: 617705-44-9
• Molecular Formula: C₁₃H₁₈O₃
• Molecular Weight: 222.284
• Mol file: 617705-44-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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

There total 1 articles about [(1R,2S)-2-(4-Methoxy-benzyloxymethyl)-cyclopropyl]-methanol 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: 81.0%

diiodomethane (75-11-6) + (Z)-4-(4-methoxybenzyloxy)but-2-en-1-ol (143833-81-2) → [(1R,2S)-2-(4-Methoxy-benzyloxymethyl)-cyclopropyl]-methanol (617705-44-9)

Guidance literature:

With chiral dioxaborolane; diethylzinc; In n-heptane; dichloromethane; at 0 ℃; for 4.5h;

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

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:

[(1R,2S)-2-(4-Methoxy-benzyloxymethyl)-cyclopropyl]-methanol (617705-44-9) → 2-{(E)-4-[(1S,2S)-2-(4-Methoxy-benzyloxymethyl)-cyclopropyl]-but-3-en-1-ynyl}-oxazole-4-carboxylic acid ethyl ester (617705-31-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 88 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 4 h / 20 °C

2.1: 49 percent / CrCl₂ / tetrahydrofuran / 4 h / 0 °C

3.1: CuI; Et₃N / Pd(PPh₃)2Cl₂ / dimethylformamide

3.2: 49 percent / 20 °C

With chromium dichloride; copper(l) iodide; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2.1: Takai reaction / 3.2: Sonogashira cross-coupling;

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

upstream raw materials:

diiodomethane

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

Downstream raw materials:

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

1-[({(1S,2R)-2-[(E)-2-iodoethenyl]cyclopropyl}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