(S)-(+)-Glycidyl-4-nitrobenzenesulfonate

Base Information

• Chemical Name: (S)-(+)-Glycidyl-4-nitrobenzenesulfonate
• CAS No.: 118712-60-0
• Molecular Formula: C9H9NO6S
• Molecular Weight: 259.24
• European Community (EC) Number: 801-636-9
• Nikkaji Number: J967.766F
• Wikidata: Q76416081
• Mol file: 118712-60-0.mol

Synonyms:118712-60-0;(S)-(+)-Glycidyl-4-nitrobenzenesulfonate;(S)-oxiran-2-ylmethyl 4-nitrobenzenesulfonate;(S)-Glycidyl 4-Nitrobenzenesulfonate;(S)-Glycidyl-4-nosylate;[(2S)-oxiran-2-yl]methyl 4-nitrobenzenesulfonate;4-Nitrobenzenesulfonic Acid (S)-Glycidyl Ester;(S)-(+)-Glycidyl-4-nitro benzenesulfonate;SCHEMBL1164097;Benzenesulfonic acid, 4-nitro-, (2S)-oxiranylmethyl ester;CXYDYDCHYJXOEY-QMMMGPOBSA-N;Benzenesulfonic acid,4-nitro-, (2S)-2-oxiranylmethyl ester;MFCD08460170;AKOS015890571;AC-18293;AS-17282;(S)-oxiran-2-ylmethyl4-nitrobenzenesulfonate;CS-0064816;G0411;D73328;A804078

Chemical Property of (S)-(+)-Glycidyl-4-nitrobenzenesulfonate

Chemical Property:

• Vapor Pressure: 1.54E-07mmHg at 25°C
• Melting Point: 60-62 °C(lit.)
• Refractive Index: 1.585
• Boiling Point: 440.309 °C at 760 mmHg
• Flash Point: 220.091 °C
• PSA: 110.10000
• Density: 1.527 g/cm³
• LogP: 2.30290
• Storage Temp.: 2-8°C
• Solubility.: slightly sol. in Chloroform
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 259.01505818
• Heavy Atom Count: 17
• Complexity: 375

Purity/Quality:

98% ^*data from raw suppliers

(S)-Glycidyl 4-Nitrobenzenesulfonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)COS(=O)(=O)C2=CC=C(C=C2)[N+](=O)[O-]
• Isomeric SMILES: C1[C@H](O1)COS(=O)(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of (S)-(+)-Glycidyl-4-nitrobenzenesulfonate

There total 2 articles about (S)-(+)-Glycidyl-4-nitrobenzenesulfonate 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: 40.0%

4-Nitrobenzenesulfonyl chloride (98-74-8) + (R)-oxiranemethanol (57044-25-4) → S-oxiran-2-ylmethyl 4-nitrobenzenesulfonate (118712-60-0,118629-64-4)

Guidance literature:

With triethylamine; In toluene; at 0 - 20 ℃; for 0.5h;

DOI:10.1016/j.bmc.2015.04.034

Reference yield:

4-Nitrobenzenesulfonyl chloride (98-74-8) + (S)-oxiranemethanol (60456-23-7) → S-oxiran-2-ylmethyl 4-nitrobenzenesulfonate (118712-60-0,118629-64-4) + (2R)-glycidyl 4-nitrobenzenesulfonate (123750-60-7,118629-64-4)

Guidance literature:

With triethylamine; In toluene; at -10 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00267a014

Reference yield: 97.0%

S-oxiran-2-ylmethyl 4-nitrobenzenesulfonate (118712-60-0,118629-64-4) + 3-methyl-phenol (108-39-4) → (2S)-3-(3-methylphenoxy)-1,2-epoxypropane (101623-41-0)

Guidance literature:

3-methyl-phenol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

S-oxiran-2-ylmethyl 4-nitrobenzenesulfonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.666667h;

DOI:10.1021/jm800227h

upstream raw materials:

4-Nitrobenzenesulfonyl chloride

(S)-oxiranemethanol

(R)-oxiranemethanol

Downstream raw materials:

(2S)-(+)-3-[4'-(methyl)-phenoxy]-1,2-epoxypropane

(S)-2-(4-(3-chloro-2-hydroxypropoxy)phenyl)acetamide

(S)-4-(oxiran-2-ylmethoxy)benzaldehyde

(-)-Bisoprolol

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF CATHEPSIN S INHIBITORS". Page/Page column 146-147. . Retrieved 2011/02/24.