1-Tosyl-3-pyrrolidinol

Base Information

• Chemical Name: 1-Tosyl-3-pyrrolidinol
• CAS No.: 170456-83-4
• Molecular Formula: C11H15NO3S
• Molecular Weight: 241.311
• DSSTox Substance ID: DTXSID90395376
• Mol file: 170456-83-4.mol

Synonyms:1-TOSYL-3-PYRROLIDINOL;170456-83-4;1-(4-methylphenyl)sulfonylpyrrolidin-3-ol;(S)-1-Tosyl-3-pyrrolidinol;SCHEMBL3235046;DTXSID90395376;AKOS009157512;AM803318;FT-0675336

Chemical Property of 1-Tosyl-3-pyrrolidinol

Chemical Property:

• Appearance/Colour: White Solid
• Vapor Pressure: 2.38E-07mmHg at 25°C
• Melting Point: 88-100 °C
• Refractive Index: 1.604
• Boiling Point: 406.8 °C at 760 mmHg
• PKA: 14.35±0.20(Predicted)
• Flash Point: 199.9 °C
• PSA: 65.99000
• Density: 1.338 g/cm³
• LogP: 1.76900
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 241.07726451
• Heavy Atom Count: 16
• Complexity: 328

Purity/Quality:

99% ^*data from raw suppliers

1-Tosyl-3-pyrrolidinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2CCC(C2)O
• Uses: 1-Tosyl-3-pyrrolidinol (cas# 170456-83-4) is a compound useful in organic synthesis.

Technology Process of 1-Tosyl-3-pyrrolidinol

There total 14 articles about 1-Tosyl-3-pyrrolidinol 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%

dimethylsulfoxonium methylide (70775-39-2,5367-24-8) + N-1-(3-oxopropyl)-4-methyl-1-benzenesulfonamide (718633-51-3) → 1-tosyl-3-(R)-(-)-hydroxypyrrolidine (170456-83-4)

Guidance literature:

In tetrahydrofuran; dimethyl sulfoxide; at 25 ℃; for 2h;

DOI:10.1021/jo5028886

Reference yield: 81.0%

4-bromo-1-(toluene-4-sulfonyl)pyrrolidin-3-ol (170456-84-5) → 1-tosyl-3-(R)-(-)-hydroxypyrrolidine (170456-83-4)

Guidance literature:

With tri-n-butyl-tin hydride; In tetrahydrofuran; for 5h; Heating;

DOI:10.3987/COM-94-6916

Reference yield: 77.0%

1-benzyl-3-pyrrolidinol (775-15-5) + p-toluenesulfonyl chloride (98-59-9) → 1-tosyl-3-(R)-(-)-hydroxypyrrolidine (170456-83-4) + 3(S)-(4-methylphenylsulfonyloxy)-1-phenylmethyl pyrrolidine (26055-95-8)

Guidance literature:

With dmap; In dichloromethane; Ambient temperature;

DOI:10.1016/S0960-894X(99)00201-2

upstream raw materials:

4-bromo-1-(toluene-4-sulfonyl)pyrrolidin-3-ol

1-benzyl-3-pyrrolidinol

p-toluenesulfonyl chloride

toluene-4-sulfonamide

Downstream raw materials:

1-[(4-methylphenyl)sulfonyl]pyrrolidin-3-one

1-tosylpyrrolidin-3-yl 4-methylbenzenesulfonate

2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<3,4-d>thiazol-3a-ol

2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,6-dihydro-5H-pyrrolo<3,4-d>thiazole

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