methyl (1S,3R)-3-formylcyclopentane-1-carboxylate

Base Information

• Chemical Name: methyl (1S,3R)-3-formylcyclopentane-1-carboxylate
• CAS No.: 65553-68-6
• Molecular Formula: C8H12O3
• Molecular Weight: 156.17900
• DSSTox Substance ID: DTXSID10514188
• Nikkaji Number: J411.546E
• Wikidata: Q82374366

Synonyms:methyl (1S,3R)-3-formylcyclopentane-1-carboxylate;65553-68-6;DTXSID10514188;AT13556;METHYL CIS-3-FORMYLCYCLOPENTANE-1-CARBOXYLATE

Chemical Property of methyl (1S,3R)-3-formylcyclopentane-1-carboxylate

Chemical Property:

• Boiling Point: 214.9±33.0 °C(Predicted)
• PSA: 43.37000
• Density: 1.175±0.06 g/cm3(Predicted)
• LogP: 0.77460
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 156.078644241
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

Cyclopentanecarboxylicacid,3-formyl-,methylester,cis- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCC(C1)C=O
• Isomeric SMILES: COC(=O)[C@H]1CC[C@H](C1)C=O

Technology Process of methyl (1S,3R)-3-formylcyclopentane-1-carboxylate

There total 3 articles about methyl (1S,3R)-3-formylcyclopentane-1-carboxylate 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) + 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

Reference yield:

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)

Guidance literature:

With oxygen; In acetonitrile; Irradiation;

DOI:10.1021/ja00488a029

upstream raw materials:

2-methoxybicyclo<2.2.1>hept-2-ene

acetaldehyde

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