4a-Methoxy-3-methylhexahydro-3H-5,8-methano-1,2,4-benzotrioxine

Base Information

• Chemical Name: 4a-Methoxy-3-methylhexahydro-3H-5,8-methano-1,2,4-benzotrioxine
• CAS No.: 87051-04-5
• Molecular Formula: C10H16O4
• DSSTox Substance ID: DTXSID40524770

Synonyms:87051-04-5;DTXSID40524770;4a-Methoxy-3-methylhexahydro-3H-5,8-methano-1,2,4-benzotrioxine

Chemical Property of 4a-Methoxy-3-methylhexahydro-3H-5,8-methano-1,2,4-benzotrioxine

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 200.10485899
• Heavy Atom Count: 14
• Complexity: 244

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1OC2(C3CCC(C3)C2OO1)OC

Technology Process of 4a-Methoxy-3-methylhexahydro-3H-5,8-methano-1,2,4-benzotrioxine

There total 6 articles about 4a-Methoxy-3-methylhexahydro-3H-5,8-methano-1,2,4-benzotrioxine 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: 31.0%

2-methoxybicyclo<2.2.1>hept-2-ene (17190-90-8) → (1R,3S)-3-Formyl-cyclopentanecarboxylic acid methyl ester (65553-68-6,139585-46-9) + (1R,2S,5S,7R,8S)-7-Methoxy-5-methyl-3,4,6-trioxa-tricyclo[6.2.1.02,7]undecane (87051-04-5,87172-10-9,87172-11-0) + (1R,2S,5R,7R,8S)-7-Methoxy-5-methyl-3,4,6-trioxa-tricyclo[6.2.1.02,7]undecane (87051-04-5,87172-10-9,87172-11-0)

Guidance literature:

With oxygen; rose bengal; acetaldehyde; at -78 ℃; Yields of byproduct given; Irradiation;

DOI:10.1021/ja00359a028

Reference yield: 31.0%

2-methoxybicyclo<2.2.1>hept-2-ene (17190-90-8) → (1R,3S)-3-Formyl-cyclopentanecarboxylic acid methyl ester (65553-68-6,139585-46-9) + (1R,2S,5S,7R,8S)-7-Methoxy-5-methyl-3,4,6-trioxa-tricyclo[6.2.1.02,7]undecane (87051-04-5,87172-10-9,87172-11-0) + (1R,2S,5R,7R,8S)-7-Methoxy-5-methyl-3,4,6-trioxa-tricyclo[6.2.1.02,7]undecane (87051-04-5,87172-10-9,87172-11-0)

Guidance literature:

With oxygen; rose bengal; acetaldehyde; at -78 ℃; Yields of byproduct given; Irradiation;

DOI:10.1021/ja00359a028

Reference yield: 31.0%

2-methoxybicyclo<2.2.1>hept-2-ene (17190-90-8) + acetaldehyde (75-07-0,9002-91-9) → (1R,3S)-3-Formyl-cyclopentanecarboxylic acid methyl ester (65553-68-6,139585-46-9) + (1R,2S,5S,7R,8S)-7-Methoxy-5-methyl-3,4,6-trioxa-tricyclo[6.2.1.02,7]undecane (87051-04-5,87172-10-9,87172-11-0) + (1R,2S,5R,7R,8S)-7-Methoxy-5-methyl-3,4,6-trioxa-tricyclo[6.2.1.02,7]undecane (87051-04-5,87172-10-9,87172-11-0)

Guidance literature:

With oxygen; rose bengal; at -78 ℃; Yield given; Irradiation;

DOI:10.1021/ja00359a028

upstream raw materials:

2-methoxybicyclo<2.2.1>hept-2-ene

acetaldehyde

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