(R)-(-)-Glycidyl nosylate

Base Information

• Chemical Name: (R)-(-)-Glycidyl nosylate
• CAS No.: 115314-17-5
• Molecular Formula: C₉H₉NO₆S
• Molecular Weight: 259.24
• Hs Code.: 29209090
• European Community (EC) Number: 601-353-9
• DSSTox Substance ID: DTXSID60151047
• Nikkaji Number: J534.801C
• Wikidata: Q72480680
• Mol file: 115314-17-5.mol

Synonyms:115314-17-5;(R)-(-)-Glycidyl nosylate;(R)-Glycidyl nosylate;(R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate;(R)-Glycidyl 3-nitrobenzenesulfonate;[(2R)-oxiran-2-yl]methyl 3-nitrobenzenesulfonate;(R)-(-)-Glycidyl 3-nitrobenzenesulfonate;CCRIS 6393;3-Nitrobenzenesulfonic Acid (R)-Glycidyl Ester;BRN 4704458;Oxiranylmethyl (R)-3-nitrobenzenesulfonate;Benzenesulfonic acid, 3-nitro-, oxiranylmethyl ester, (R)-;[(2R)-oxiran-2-yl]methyl 3-nitrobenzene-1-sulfonate;Benzenesulfonic acid, 3-nitro-, (2R)-oxiranylmethyl ester;R-Glycidyl nosylate;C9-H9-N-O6-S;MFCD00013436;(2R)-(-)-Glycidyl 3-Nitrobenzenesulfonate;(2R)-Oxiranylmethyl 3-Nitrobenzenesulfonate;(2R)-Oxiran-2-ylmethyl 3-nitrobenzenesulfonate;SCHEMBL449928;DTXSID60151047;(R)-glycidyl m-nitrophenylsulfonate;AMY18125;(R)-glycidyl m-nitrobenzenesulfonate;(R)-glycidyl-3-nitrobenzenesulfonate;(R) -glycidyl m-nitrobenzenesulfonate;(2r)-glycidyl 3-nitrobenzenesulfonate;(R)-glycidyl 3-nitrobenzene sulfonate;(R)-glycidyl-3-nitrobenzene sulfonate;AKOS015892560;AC-1377;CS-W008411;GS-3138;(R)-(-)-glycidyl m-nitrobenzenesulfonate;LS-32036;G0286;(2R)-2-oxiranylmethyl 3-nitrobenzenesulfonate;(R)-GLYCIDYL-3-NITROBENZENE-SULFONATE;(2R)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate;EN300-6731470;A803415;J-003280;(R)-1-(3-nitrobenzenesulfonyloxy)-2,3-epoxypropane;3-nitrobenzenesulfonic acid (R)-1-oxiranylmethyl ester;Z3234879806;(r)-(-)-3-nitro-benzenesulfonic acid oxiranylmethyl ester;(R)-(-)-Glycidyl 3-nitrobenzenesulfonate, >=97.0% (GC);3-nitrobenzenesulfonic acid [(2R)-2-oxiranyl]methyl ester

Chemical Property of (R)-(-)-Glycidyl nosylate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: 59-63 ºC
• Refractive Index: 1.5270 (estimate)
• Boiling Point: 432.2 ºC at 760 mmHg
• Flash Point: 215.2 ºC
• PSA: 110.10000
• Density: 1.527 g/cm³
• LogP: 2.30290
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• 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: 383

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(-)-GlycidylNosylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(O1)COS(=O)(=O)C2=CC=CC(=C2)[N+](=O)[O-]
• Isomeric SMILES: C1[C@@H](O1)COS(=O)(=O)C2=CC=CC(=C2)[N+](=O)[O-]
• Uses: (R)-(-)-Glycidyl Nosylate (cas# 115314-17-5) is a compound useful in organic synthesis.

Technology Process of (R)-(-)-Glycidyl nosylate

There total 6 articles about (R)-(-)-Glycidyl nosylate 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: 92.0%

3-nitrobenzenesulphonyl chloride (121-51-7) + (S)-oxiranemethanol (60456-23-7) → (R)-glycidyl nosylate (115314-14-2,115314-17-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield: 88.0%

3-nitrobenzenesulphonyl chloride (121-51-7) + (R)-oxiranemethanol (57044-25-4) → (R)-glycidyl nosylate (115314-14-2,115314-17-5)

Guidance literature:

With triethylamine; In toluene; at -10 ℃; for 2h;

Reference yield: 72.0%

(S)-3-chloropropan-1,2-diol (60827-45-4) + 3-nitrobenzenesulphonyl chloride (121-51-7) → (R)-glycidyl nosylate (115314-14-2,115314-17-5)

Guidance literature:

(S)-3-chloropropan-1,2-diol; With potassium phosphate; In dichloromethane; for 3h; Reflux;

With triethylamine; In dichloromethane; at 0 ℃; for 1h;

3-nitrobenzenesulphonyl chloride; In dichloromethane; at 0 - 25 ℃; for 1h;

DOI:10.3762/bjoc.8.193

upstream raw materials:

3-nitrobenzenesulphonyl chloride

(S)-oxiranemethanol

(R)-oxiranemethanol

(S)-3-chloropropan-1,2-diol

Downstream raw materials:

3-Nitro-benzenesulfonic acid (R)-2-hydroxy-6-(tetrahydro-pyran-2-yloxy)-hex-4-ynyl ester

R-<1-(2-amino-3-nitrophenoxy)>-2',3'-epoxypropane

S-<1-(2-amino-3-nitrophenoxy)>-2',3'-epoxypropane

(1S,5R)-methyl 2-oxo-3-oxabicyclo[3.1.0]hexane-1-carboxylate

Refernces

• 1、 -. "AMINE-SUBSTITUTED HETEROCYCLIC COMPOUNDS AS EHMT2 INHIBITORS, SALTS THEREOF, AND METHODS OF SYNTHESIS THEREOF". Paragraph 01608. . Retrieved 2019/05/10.
• 2、 Bonini,Chiummiento,Di Blasio,Funicello,Lupattelli,Tramutola,Berti,Ostric,Miertus,Frecer,Kong. "Synthesis and biological evaluation of new simple indolic non peptidic HIV Protease inhibitors: The effect of different substitution patterns Dedicated to CINMPIS on the occasion of its 20th anniversary.". . p. 4792 - 4802. Retrieved 2014/10/15.