(1S,3R,4S)-3-(Methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanone

Base Information

• Chemical Name: (1S,3R,4S)-3-(Methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanone
• CAS No.: 162871-68-3
• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.423
• Mol file: 162871-68-3.mol

Synonyms:(1S,3R,4S)-3-(Methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanone

Chemical Property of (1S,3R,4S)-3-(Methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3R,4S)-3-(Methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanone

There total 3 articles about (1S,3R,4S)-3-(Methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanone 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:

chloromethyl methyl ether (107-30-2) + (1S,4S)-3-Hydroxy-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanone → (1S,3R,4S)-3-(Methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanone (162871-68-3) + (1S,3S,4S)-3-(Methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanone

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; Yield given. Yields of byproduct given;

DOI:10.1021/jo00109a020

Reference yield:

<(p-Methoxyphenoxy)methyl>triphenylphosphonium chloride (142041-44-9) + (1R,3R,4S)-3-Methoxymethoxy-7,7-dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-carbaldehyde (162790-67-2) → (1S,3R,4S)-3-(Methoxymethoxy)-1-<(Z)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanone (162790-66-1) + (1S,3R,4S)-3-(Methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanone (162871-68-3)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, hexane, 2.) -78 deg C, 2 h;

DOI:10.1021/jo00109a020

Reference yield:

2-<(1S,2R,3R,4S)-2-Hydroxy-3-(methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornyl>-2-cyclohexen-1-one + methyl iodide (74-88-4) → (1S,3R,4S)-3-(Methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanone (162871-68-3) + (E)-(1S,2R,9S,10S)-5-Methoxy-2-methoxymethoxy-10-(4-methoxy-phenoxy)-15,15-dimethyl-tricyclo[10.2.1.04,9]pentadeca-4,11-dien-3-one

Guidance literature:

With 18-crown-6 ether; potassium tert-butylate; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, r.t., 30 min, 2.) r.t., 30 min;

DOI:10.1021/jo00109a021

upstream raw materials:

chloromethyl methyl ether

<(p-Methoxyphenoxy)methyl>triphenylphosphonium chloride

(1R,3R,4S)-3-Methoxymethoxy-7,7-dimethyl-2-oxo-bicyclo[2.2.1]heptane-1-carbaldehyde

methyl iodide

Downstream raw materials:

(1S,2R,3R,4S)-2-(1,4-Dioxaspiro<4.5>dec-6-en-6-yl)-3-(methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanol

(1S,2S,3R,4S)-2-<(R)-3-<(2-Methoxyethoxy)methoxy>-1-cyclohexen-1-yl>-3-(methoxymethoxy)-1-<(E)-2-(p-methoxyphenoxy)vinyl>-7,7-dimethyl-2-norbornanol