Methyl 3-{2-[(benzenesulfonyl)methyl]phenyl}propanoate

Base Information

• Chemical Name: Methyl 3-{2-[(benzenesulfonyl)methyl]phenyl}propanoate
• CAS No.: 111170-31-1
• Molecular Formula: C17H18O4S
• Molecular Weight: 318.394
• DSSTox Substance ID: DTXSID80548137
• Wikidata: Q82426749
• Mol file: 111170-31-1.mol

Synonyms:111170-31-1;Methyl 3-{2-[(benzenesulfonyl)methyl]phenyl}propanoate;DTXSID80548137

Chemical Property of Methyl 3-{2-[(benzenesulfonyl)methyl]phenyl}propanoate

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 318.09258022
• Heavy Atom Count: 22
• Complexity: 446

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCC1=CC=CC=C1CS(=O)(=O)C2=CC=CC=C2

Technology Process of Methyl 3-{2-[(benzenesulfonyl)methyl]phenyl}propanoate

There total 1 articles about Methyl 3-{2-[(benzenesulfonyl)methyl]phenyl}propanoate 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:

bis-methoxycarbonyl-methanide (33673-07-3) + 1-bromomethyl-2-[(phenylsulfonyl)methyl]benzene (88116-02-3) → 3-(2-Benzenesulfonylmethyl-phenyl)-propionic acid methyl ester (111170-31-1)

Guidance literature:

With sodium hydride; sodium chloride; Yield given. Multistep reaction; 1.) DMF; 2.) H₂O, DMSO, 170 deg C, 4h;

DOI:10.1016/S0040-4039(00)95821-0

Reference yield: 78.0%

3-(2-Benzenesulfonylmethyl-phenyl)-propionic acid methyl ester (111170-31-1) → 1-(3-hydroxy-1-propyl)-2-<(phenylsulfonyl)methyl>benzene (111170-32-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0040-4039(00)95821-0

Reference yield:

3-(2-Benzenesulfonylmethyl-phenyl)-propionic acid methyl ester (111170-31-1) → 4-Benzenesulfonyl-1,2-dihydro-cyclobuta[a]naphthalen-3-ol (111170-34-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / LiAlH₄ / tetrahydrofuran / 0 °C

2: 1.) MsCl, Et₃N; 2.) NaI; 3.) NaH / 1.) CH₂Cl₂, 0 deg C; 2.) acetone, reflux, 2h; 3.) DMF

3: NBS / CCl₄ / Irradiation

4: 51 percent / t-BuOK / tetrahydrofuran; 2-methyl-propan-2-ol / 3 h / Ambient temperature

5: 69 percent / SeO₂, KH₂PO₄ / xylene / 4 h / Heating

With potassium dihydrogenphosphate; N-Bromosuccinimide; lithium aluminium tetrahydride; selenium(IV) oxide; potassium tert-butylate; sodium hydride; methanesulfonyl chloride; triethylamine; sodium iodide; In tetrahydrofuran; tetrachloromethane; xylene; tert-butyl alcohol;

DOI:10.1016/S0040-4039(00)95821-0

upstream raw materials:

bis-methoxycarbonyl-methanide

1-bromomethyl-2-[(phenylsulfonyl)methyl]benzene

Downstream raw materials:

1-(3-hydroxy-1-propyl)-2-<(phenylsulfonyl)methyl>benzene

4-Benzenesulfonyl-1,2-dihydro-cyclobuta[a]naphthalen-3-ol

(2aS,4S,8bR)-4-Benzenesulfonyl-2,2a,4,8b-tetrahydro-1H-cyclobuta[a]naphthalen-3-one

4-Allyl-4-benzenesulfonyl-2,2a,4,8b-tetrahydro-1H-cyclobuta[a]naphthalen-3-one