rel-((1R,2S,3R)-3-((methoxymethoxy)methyl)cyclopropane-1,2-diyl)dibenzene

Base Information

• Chemical Name: rel-((1R,2S,3R)-3-((methoxymethoxy)methyl)cyclopropane-1,2-diyl)dibenzene
• CAS No.: 1569019-04-0
• Molecular Formula: C₁₈H₂₀O₂
• Molecular Weight: 268.356
• Mol file: 1569019-04-0.mol

Synonyms:rel-((1R,2S,3R)-3-((methoxymethoxy)methyl)cyclopropane-1,2-diyl)dibenzene

Chemical Property of rel-((1R,2S,3R)-3-((methoxymethoxy)methyl)cyclopropane-1,2-diyl)dibenzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rel-((1R,2S,3R)-3-((methoxymethoxy)methyl)cyclopropane-1,2-diyl)dibenzene

There total 3 articles about rel-((1R,2S,3R)-3-((methoxymethoxy)methyl)cyclopropane-1,2-diyl)dibenzene 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: 85.0%

γ-Phenyl-allylalkohol-methoxy-methylether (88738-40-3,91970-13-7) + phenyldiazomethane (908094-04-2) → rel-((1R,2S,3R)-3-((methoxymethoxy)methyl)cyclopropane-1,2-diyl)dibenzene (1569019-04-0)

Guidance literature:

With zinc(II) iodide; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1002/anie.201608444

Reference yield:

benzaldehyde (100-52-7) → rel-((1R,2S,3R)-3-((methoxymethoxy)methyl)cyclopropane-1,2-diyl)dibenzene (1569019-04-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / 20 °C / Inert atmosphere

1.2: 0.25 h / 0 - 20 °C / Inert atmosphere

2.1: neat (no solvent) / 100 - 200 °C / Inert atmosphere

3.1: diethylzinc; iodine / dichloromethane / 2.5 h / 20 °C / Inert atmosphere

With iodine; diethylzinc; In methanol; dichloromethane; 3.1: |Simmons-Smith Cyclopropanation;

DOI:10.1021/ol500267w

Reference yield:

benzaldehyde 2,4,6-trimethylbenzenesulfonyl hydrazone (16182-18-6) → rel-((1R,2S,3R)-3-((methoxymethoxy)methyl)cyclopropane-1,2-diyl)dibenzene (1569019-04-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N,N',N'-tetramethylguanidine / dichloromethane; formamide / 65 °C / Flow reactor

2: zinc(II) iodide / dichloromethane / 0.25 h / 20 °C

With zinc(II) iodide; N,N,N',N'-tetramethylguanidine; In dichloromethane; formamide;

DOI:10.1002/anie.201608444

upstream raw materials:

benzaldehyde

γ-Phenyl-allylalkohol-methoxy-methylether

phenyldiazomethane

benzaldehyde 2,4,6-trimethylbenzenesulfonyl hydrazone

Downstream raw materials:

trans, trans-1-hydroxymethyl-2,3-diphenylcyclopropane