2-(Hydroxymethyl)-1-[(4-methylphenyl)sulfonyl]pyrrolidine

Base Information

• Chemical Name: 2-(Hydroxymethyl)-1-[(4-methylphenyl)sulfonyl]pyrrolidine
• CAS No.: 91645-35-1
• Molecular Formula: C12H17 N O3 S
• Molecular Weight: 255.338
• NSC Number: 168482
• DSSTox Substance ID: DTXSID50304944
• Nikkaji Number: J1.309.948K
• ChEMBL ID: CHEMBL1497741
• Mol file: 91645-35-1.mol

Synonyms:91645-35-1;NSC168482;ST016344;ChemDiv2_000981;Oprea1_134809;MLS000089879;SCHEMBL5885959;CHEMBL1497741;2-(hydroxymethyl)-1-[(4-methylphenyl)sulfonyl]pyrrolidine;DTXSID50304944;HMS1371M13;HMS2505K07;AKOS001639776;AKOS017420166;CCG-109892;NSC-168482;Tetrahydropyrrole-2-methanol, N-tosyl-;SMR000024497;EU-0035088;SR-01000421224;1-[(4-methylphenyl)sulfonyl] 2-pyrrolidinemethanol;SR-01000421224-1;{1-[(4-methylphenyl)sulfonyl]pyrrolidin-2-yl}methanol;(1-[(4-Methylphenyl)sulfonyl]-2-pyrrolidinyl)methanol #

Chemical Property of 2-(Hydroxymethyl)-1-[(4-methylphenyl)sulfonyl]pyrrolidine

Chemical Property:

• Vapor Pressure: 1.13E-07mmHg at 25°C
• Boiling Point: 416.3°C at 760 mmHg
• Flash Point: 205.6°C
• Density: 1.264g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 255.09291458
• Heavy Atom Count: 17
• Complexity: 341

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2CCCC2CO

Technology Process of 2-(Hydroxymethyl)-1-[(4-methylphenyl)sulfonyl]pyrrolidine

There total 17 articles about 2-(Hydroxymethyl)-1-[(4-methylphenyl)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: 99.0%

N-tosyl-(4-pentenyl)amine (81097-24-7) → (RS)-[1-(toluene-4-sulfonyl)-pyrrolidine-2-yl]-methanol (91645-35-1)

Guidance literature:

With Oxone; toluene-4-sulfonic acid; In water; acetonitrile; at 50 ℃; for 10h; Reagent/catalyst; Solvent; Temperature; Time;

DOI:10.1021/jo301523a

Reference yield: 99.0%

N-(3-(oxiran-2-yl)propyl)tosylamide → (RS)-[1-(toluene-4-sulfonyl)-pyrrolidine-2-yl]-methanol (91645-35-1)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/jo301523a

Reference yield: 98.0%

2-(benzyldimethylsilyl)methyl-1-p-toluenesulfonylpyrrolidine (259874-81-2) → (RS)-[1-(toluene-4-sulfonyl)-pyrrolidine-2-yl]-methanol (91645-35-1)

Guidance literature:

With tetrabutyl ammonium fluoride; dihydrogen peroxide; potassium hydrogencarbonate; In tetrahydrofuran; methanol; water; at 40 ℃; for 6h;

DOI:10.1021/ol991341o

upstream raw materials:

2-(benzyldimethylsilyl)methyl-1-p-toluenesulfonylpyrrolidine

p-toluenesulfonyl chloride

2-hydroxymethylpyrrolidine

5-(benzyldimethylsilyl)-1-(tetrahydropyran-2′-yloxy)pent-4-yne

Downstream raw materials:

1-[(4-methylphenyl)sulphonyl]pyrrolidine-2-carboxylic acid

N-tosyl proline ethyl ester

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

2-allyl-1-(tolylsulfonyl)pyrrolidine

Refernces

• 1、 Kono, Masato,Harada, Shingo,Nemoto, Tetsuhiro. "Chemoselective Intramolecular Formal Insertion Reaction of Rh–Nitrenes into an Amide Bond Over C?H Insertion". supporting information. p. 3119 - 3124. Retrieved 2019/02/13.
• 2、 Liu, Gong-Qing,Li, Lin,Duan, Lili,Li, Yue-Ming. "MCPBA-mediated metal-free intramolecular aminohydroxylation and dioxygenation of unfunctionalized olefins". . p. 61137 - 61143. Retrieved 2015/08/03.