(Methoxycarbonylsulfamoyl)triethylammonium hydroxide

Base Information

• Chemical Name: (Methoxycarbonylsulfamoyl)triethylammonium hydroxide
• CAS No.: 29684-56-8
• Molecular Formula: C8H18N2O4S
• Molecular Weight: 238.308
• Hs Code.: 29299090
• European Community (EC) Number: 629-648-8
• Wikipedia: Burgess_reagent
• Mol file: 29684-56-8.mol

Synonyms:(Methoxycarbonylsulfamoyl)triethylammonium hydroxide;29684-56-8;[methoxycarbonylsulfamoyl]triethylammonium hydroxide;4-Piperidone(Hclform);SCHEMBL117889;VHKIEYIESYMHPT-UHFFFAOYSA-N;AKOS030228484;carbomethoxysulfamoyltriethylammonium hydroxide;methoxycarbonylsulfamoyltriethylammonium hydroxide;methoxycarbonylsulphamoyltriethylammonium hydroxide;methoxy-carbonylsulfamoyltriethylammonium hydroxide;methoxycarbonylsulfa-moyl-triethylammonium hydroxide;methoxycarbonylsulfamoyl triethylammonium hydroxide;methoxycarbonylsulphamoyl-triethylammonium hydroxide;(methoxycarbonyl-sulfamoyl)triethylammonium hydroxide;(methoxycarbonylsulfamoyl) triethylammonium hydroxide;(methoxycarbonylsulfamoyl)-triethylammonium hydroxide;(methoxycarbonylsulfamoyl)triethyl ammonium hydroxide;(methoxycarbonylsulfamoyl)triethyl-ammonium hydroxide;(methoxy-carbonylsulfamoyl) triethylammonium hydroxide;(methoxycarbonylsulfamoyl)-triethyl ammonium hydroxide;(methoxycarbonylsulfamoyl)-triethyl-ammonium hydroxide;methyl N-[(triethylazaniumyl)sulfonyl]carbamate oxidanide

Chemical Property of (Methoxycarbonylsulfamoyl)triethylammonium hydroxide

Chemical Property:

• Appearance/Colour: off-white crystals
• Melting Point: 76-79 ºC
• Refractive Index: 1.6300 (estimate)
• PSA: 68.82000
• Density: 1.3023 (rough estimate)
• LogP: 2.32860
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in organic solvents.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 256.10929292
• Heavy Atom Count: 16
• Complexity: 295

Purity/Quality:

99% ^*data from raw suppliers

BurgessReagent ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC[N+](CC)(CC)S(=O)(=O)NC(=O)OC.[OH-]
• Uses: Reagent for dehydration of secondary and tertiary alcohols; source of heteroatoms (N, O, S) in organic synthesis. Burgess reagent is a selective dehydrating reagent used in organic synthesis. It is used to convert secondary and tertiary alcohol, with an adjacent proton, into alkenes. Burgess reagent is also utilized to promote great synthetic values in medicinal chemistry. It has been used in dehydration of primary amides, formamides and primary nitroalkanes to generate nitriles, isocyanides and nitrile oxides respectively. It forms urethanes when it reacts with primary alcohols.

Technology Process of (Methoxycarbonylsulfamoyl)triethylammonium hydroxide

There total 2 articles about (Methoxycarbonylsulfamoyl)triethylammonium hydroxide 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: 85.0%

methyl chlorosulfonylcarbamate (36914-92-8) + triethylamine (121-44-8) → Burgess Reagent (29684-56-8)

Guidance literature:

In benzene; Ambient temperature;

Reference yield:

→ Burgess Reagent (29684-56-8)

Guidance literature:

/BRN= 777288/, Triaethylamin, Bzl.;

Reference yield: 97.0%

tert-Butyl (3R)-6-cyclohexyl-3-({[(1S)-2-ethoxy-1-(hydroxymethyl)-2-oxoethyl]amino}carbonyl)hexanoate (348623-62-1) + Burgess Reagent (29684-56-8) → ethyl (4S)-2-{(1R)-1-[2-(tert-butoxy)-2-oxoethyl]-4-cyclohexylbutyl}-4,5-dihydro-1,3-oxazole-4-carboxylate (348623-63-2)

Guidance literature:

In tetrahydrofuran; ethyl acetate;

upstream raw materials:

methyl chlorosulfonylcarbamate

triethylamine

Downstream raw materials:

methyl N-benzylcarbamate

(R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline)

Refernces

• 1、 Sultane, Prakash R.,Bielawski, Christopher W.. "Burgess Reagent Facilitated Alcohol Oxidations in DMSO". . p. 1046 - 1052. Retrieved 2018/06/18.
• 2、 Nicolaou,Snyder, Scott A.,Nalbandian, Annie Z.,Longbottom, Deborah A.. "A new method for the stereoselective synthesis of α- and β-glycosylamines using the Burgess reagent". . p. 6234 - 6235. Retrieved 2007/10/03.