2-Methoxy-1-(4-methylbenzene-1-sulfonyl)pyrrolidine

Base Information

• Chemical Name: 2-Methoxy-1-(4-methylbenzene-1-sulfonyl)pyrrolidine
• CAS No.: 86658-76-6
• Molecular Formula: C12H17NO3S
• Molecular Weight: 255.338
• DSSTox Substance ID: DTXSID10559291

Synonyms:86658-76-6;2-Methoxy-1-(4-methylbenzene-1-sulfonyl)pyrrolidine;SCHEMBL7981443;DTXSID10559291

Chemical Property of 2-Methoxy-1-(4-methylbenzene-1-sulfonyl)pyrrolidine

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 255.09291458
• Heavy Atom Count: 17
• Complexity: 341

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2CCCC2OC

Technology Process of 2-Methoxy-1-(4-methylbenzene-1-sulfonyl)pyrrolidine

There total 5 articles about 2-Methoxy-1-(4-methylbenzene-1-sulfonyl)pyrrolidine 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: 93.0%

1-[(4-methylphenyl)sulfonyl]-2-pyrrolidinol (145472-39-5) + trimethyl orthoformate (149-73-5) → 1-<(4-methyl-phenyl)sulfonyl>-2-methoxy-pyrrolidine (86658-76-6)

Guidance literature:

pyridinium p-toluenesulfonate; In methanol; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88321-6

Reference yield: 87.0%

methanol (67-56-1) + N-tosylpyrrolidine (6435-78-5) → 1-<(4-methyl-phenyl)sulfonyl>-2-methoxy-pyrrolidine (86658-76-6)

Guidance literature:

With tetraethylammonium tosylate; In acetonitrile; at 20 ℃; for 8.5h; Electrochemical reaction;

DOI:10.1039/b602226j

Reference yield: 80.0%

methanol (67-56-1) + 1-[(4-methylphenyl)sulfonyl]-2-pyrrolidinol (145472-39-5) → 1-<(4-methyl-phenyl)sulfonyl>-2-methoxy-pyrrolidine (86658-76-6)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01351

upstream raw materials:

methanol

N-tosylpyrrolidine

1-[(4-methylphenyl)sulfonyl]-2-pyrrolidinol

trimethyl orthoformate

Downstream raw materials:

2-(1-(4-methylbenzenesulfonyl)-2-pyrrolidinyl)-1-phenylethanone

1-tosylpyrrolidine-2-carbonitrile

2-<(Ethoxycarbonyl)methyl>-1-tosylpyrrolidine

N-tosyl tryptamine

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