2(3H)-Furanone, dihydro-4-[(3-methoxyphenyl)methyl]-, (4S)-

Base Information

• Chemical Name: 2(3H)-Furanone, dihydro-4-[(3-methoxyphenyl)methyl]-, (4S)-
• CAS No.: 171230-53-8
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• DSSTox Substance ID: DTXSID50444011
• Nikkaji Number: J1.250.448I
• Wikidata: Q82262013
• Mol file: 171230-53-8.mol

Synonyms:171230-53-8;2(3H)-Furanone, dihydro-4-[(3-methoxyphenyl)methyl]-, (4S)-;DTXSID50444011;MFCD31720629;(4S)-4-(3-Methoxybenzyl)-oxolan-2-one;4alpha-(3-Methoxybenzyl)tetrahydrofuran-2-one

Chemical Property of 2(3H)-Furanone, dihydro-4-[(3-methoxyphenyl)methyl]-, (4S)-

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 227

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)CC2CC(=O)OC2
• Isomeric SMILES: COC1=CC=CC(=C1)C[C@H]2CC(=O)OC2

Technology Process of 2(3H)-Furanone, dihydro-4-[(3-methoxyphenyl)methyl]-, (4S)-

There total 20 articles about 2(3H)-Furanone, dihydro-4-[(3-methoxyphenyl)methyl]-, (4S)- 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: 95.0%

(S)-4-(3-Methoxy-benzyl)-tetrahydro-furan-2-ol (791096-46-3) → (4S)-[(3-methoxyphenyl)methyl]dihydro-2(3H)-furanone (171230-53-8)

Guidance literature:

With sodium acetate; pyridinium chlorochromate;

DOI:10.1055/s-2004-830890

Reference yield: 92.0%

tert-butyloxycarbonyl (2S)-2-(carboxymethyl)-3-(3'-methoxyphenyl)propionic acid (263716-55-8) → (4S)-[(3-methoxyphenyl)methyl]dihydro-2(3H)-furanone (171230-53-8)

Guidance literature:

tert-butyloxycarbonyl (2S)-2-(carboxymethyl)-3-(3'-methoxyphenyl)propionic acid; With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 2.5h;

With toluene-4-sulfonic acid; In benzene; for 2h; Heating;

DOI:10.1139/v99-220

Reference yield: 84.0%

(3R,4S)-4-(3-methoxybenzyl)-2-oxotetrahydrofuran-3-carboxylic acid → (4S)-[(3-methoxyphenyl)methyl]dihydro-2(3H)-furanone (171230-53-8)

Guidance literature:

In toluene; for 16h; Heating;

DOI:10.1016/j.tet.2007.08.103

upstream raw materials:

3-(m-Methoxyphenyl)prop-1-yl diazoacetate

tert-butyloxycarbonyl (2S)-2-(carboxymethyl)-3-(3'-methoxyphenyl)propionic acid

(S)-4-(3-Methoxy-benzyl)-tetrahydro-furan-2-ol

3-methoxybenzylmagnesium chloride

Downstream raw materials:

(3S,4S)-3,4-bis[(3-methoxyphenyl)methyl]dihydro-2(3H)-furanone

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