Categories
Burgess reagent
- CAS: 29684-56-8
- Purity: 99%
- Reputable manufacturer supply Burgess reagent 29684-56-8 in stock with high standard
Reputable manufacturer supply Burgess reagent 29684-56-8 in stock with high standard
- Molecular Formula: C8H18N2O4S
- Molecular Weight: 238.308
- 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
Burgess reagent(Cas 29684-56-8) Usage
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General Description |
The Burgess reagent is a versatile chemical agent that functions both as a carbamate source and a desulfurizing agent, enabling the mild and efficient synthesis of carbamate-protected guanidines from primary amines. It facilitates the conversion of thioureas into differentially N,N'-diprotected guanidines through stepwise or one-pot procedures, with the ability to adjust carbamoyl units for selective deprotection to yield N-monoprotected guanidines. Its reactivity and mechanistic role in forming and rearranging intermediates make it valuable for constructing guanidine derivatives under controlled conditions. |
InChI:InChI=1/C8H18N2O4S.H2O/c1-5-10(6-2,7-3)15(12,13)9-8(11)14-4;/h5-7H2,1-4H3;1H2
29684-56-8 Relevant articles
Crystal Structure of Burgess Inner Salts and their Hydrolyzed Ammonium Sulfaminates
Arduengo, Anthony J.,Uchiyama, Yosuke,DIxon, David A.,Vasiliu, Monica
, p. 867 - 873 (2019/09/03)
The solid-state structures of the Burges...
Burgess Reagent Facilitated Alcohol Oxidations in DMSO
Sultane, Prakash R.,Bielawski, Christopher W.
, p. 1046 - 1052 (2018/06/18)
The Burgess reagent ([methoxycarbonylsul...
A novel, easy and mild preparation of sulfilimines from sulfoxides using the Burgess reagent
Raghavan, Sadagopan,Mustafa, Shaik,Rathore, Kailash
, p. 4256 - 4259 (2008/09/21)
A novel preparation of sulfilimines from...
A new method for the stereoselective synthesis of α- and β-glycosylamines using the Burgess reagent
Nicolaou,Snyder, Scott A.,Nalbandian, Annie Z.,Longbottom, Deborah A.
, p. 6234 - 6235 (2007/10/03)
Although glycosylamines constitute an im...
29684-56-8 Process route
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36914-92-8
methyl chlorosulfonylcarbamate
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121-44-8
triethylamine
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29684-56-8
Burgess Reagent
| Conditions | Yield |
|---|---|
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In
benzene;
Ambient temperature;
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85%
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In
benzene;
at 20 ℃;
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63%
|
|
In
benzene;
|
|
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In
diethyl ether;
at 17 - 30 ℃;
Yield given;
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|
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In
benzene;
at 25 ℃;
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|
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Multistep reaction;
(i) NaH, (ii) /BRN= 605283/;
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|
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In
benzene;
at 15 - 30 ℃;
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|
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In
toluene; benzene;
at 0 - 25 ℃;
for 0.1h;
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21.7 g
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29684-56-8
Burgess Reagent
| Conditions | Yield |
|---|---|
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/BRN= 777288/, Triaethylamin, Bzl.;
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Methyl-chlorsulfonylcarbamat, Triaethylamin;
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29684-56-8 Upstream products
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36914-92-8
methyl chlorosulfonylcarbamate
-
121-44-8
triethylamine
29684-56-8 Downstream products
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5817-70-9
methyl N-benzylcarbamate
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195433-00-2
(R,R)-4,6-dibenzofurandiyl-2,2'-bis(4-phenyloxazoline)
