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13726-85-7

  • Product NameN-(tert-Butoxycarbonyl)-L-glutamine
  • Molecular FormulaC10H18N2O5
  • Molecular Weight246.263
  • Purity99%
  • AppearanceWhite fine crystalline powder
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Product Details

Quick Details

  • CasNo： 13726-85-7
  • Molecular Formula： C10H18N2O5
  • Appearance： White fine crystalline powder
  • Purity： 99%

High Quality N-(tert-Butoxycarbonyl)-L-glutamine 13726-85-7 In Bulk Supply

  • Molecular Formula:C10H18N2O5
  • Molecular Weight:246.263
  • Appearance/Colour:White fine crystalline powder 
  • Vapor Pressure:9.65E-12mmHg at 25°C 
  • Melting Point:113-116 °C (dec.) 
  • Refractive Index:-4 ° (C=2, EtOH) 
  • Boiling Point:509.1 °C at 760 mmHg 
  • PKA:3.84±0.10(Predicted) 
  • Flash Point:261.7 °C 
  • PSA：118.72000 
  • Density:1.22 g/cm3 
  • LogP:1.32100 

N-(tert-Butoxycarbonyl)-L-glutamine(Cas 13726-85-7) Usage

Chemical Properties

White fine crystalline powder

Uses

 N-(tert-Butoxycarbonyl)-L-glutamine is commonly used in peptide synthesis as a protecting group for the carboxylic acid and amine functionalities of glutamine.

IUPAC Name: (2S)-5-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoic acid  
Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCC(=O)N)C(=O)O  
InChIKey: VVNYDCGZZSTUBC-LURJTMIESA-N  
InChI: InChI=1S/C10H18N2O5/c1-10(2,3)17-9(16)12-6(8(14)15)4-5-7(11)13/h6H,4-5H2,1-3H3,(H2,11,13)(H,12,16)(H,14,15)/t6-/m0/s1  

13726-85-7 Relevant articles

Structural design and synthesis of bimodal PNA that simultaneously binds two complementary DNAs to Form fused double duplexes

Gupta, Manoj Kumar,Madhanagopal, Bharath Raj,Datta, Dhrubajyoti,Ganesh, Krishna N.

, p. 5255 - 5260 (2020)

Bimodal PNAs are new PNA constructs desi...

Peptide Nucleic Acid with Double Face: Homothymine-Homocytosine Bimodal Cα-PNA (bm-Cα-PNA) Forms a Double Duplex of the bm-PNA2:DNA Triplex

Gupta, Manoj Kumar,Madhanagopal, Bharath Raj,Ganesh, Krishna N.

, p. 414 - 428 (2021)

Cα-bimodal peptide nucleic acids (bm-Cα-...

Synthesis and analysis of the sterically constrained L-glutamine analogues (3S, 4R)-3, 4-dimethyl-L-glutamine and (3S, 4R)-3, 4-dimethyl-L-pyroglutamic acid

CM Acevedo, EF Kogut, MA Lipton

, Tetrahedron, 2001

To this end, vicinal coupling constants for the side chain protons of 18 and N-(tert-butoxycarbonyl)-l-glutamine tert-butyl ester (19) were obtained from homonuclear decoupling …

Cγ(S/ R)-Bimodal Peptide Nucleic Acids (Cγ- bm-PNA) Form Coupled Double Duplexes by Synchronous Binding to Two Complementary DNA Strands

Bhingardeve, Pramod,Madhanagopal, Bharath Raj,Ganesh, Krishna N.

supporting information, p. 13680 - 13693 (2020/12/15)

Peptide nucleic acids (PNAs) are linear ...

13726-85-7 Process route

L-glutamine
56-85-9,26700-71-0

L-glutamine

di-<i>tert</i>-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

Boc-Gln-OH
13726-85-7

Boc-Gln-OH

Conditions
Conditions Yield
 
 95%
L-glutamine; With sodium hydroxide; In 1,4-dioxane; water; Large scale;
di-tert-butyl dicarbonate; In 1,4-dioxane; at 0 - 20 ℃; for 4h; Reagent/catalyst; Solvent; Temperature; Large scale;
90.7%
With sodium hydroxide; In 1,4-dioxane; for 1h;
90%
With sodium hydroxide; In tetrahydrofuran; water; at 10 - 25 ℃; for 20h;
89%
With sodium hydroxide; In 1,4-dioxane; water; at 5 - 20 ℃; for 4.5h;
87%
With sodium hydroxide; In 1,4-dioxane; for 1h;
86%
With sodium hydroxide; In 1,4-dioxane; at 0 - 20 ℃; for 4.5h;
85%
With sodium hydroxide; In water; acetonitrile; at 20 - 40 ℃; for 18h; pH=8;
85%
With sodium hydroxide; In 1,4-dioxane; for 1h; Ambient temperature;
70%
In water; tert-butyl alcohol; pH 9.5-10.0;
 
With sodium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 5h;
 
With triethylamine; In 1,4-dioxane; water;
 
With triethylamine; In dichloromethane; at 0 ℃; Inert atmosphere;
 
With sodium hydroxide; at 0 - 20 ℃;
 
With sodium carbonate; In acetone; at 20 ℃; pH=8-9; Large scale;
1.3 kg
With sodium hydroxide; In water; at 20 ℃;
 
With sodium hydroxide; In 1,4-dioxane; for 1h;
 
N-(tert-butyloxycarbonyl) azide
1070-19-5

N-(tert-butyloxycarbonyl) azide

L-glutamine
56-85-9,26700-71-0

L-glutamine

Boc-Gln-OH
13726-85-7

Boc-Gln-OH

Conditions
Conditions Yield
 
  
With triethylamine; In 1,4-dioxane; water;
 
With triethylamine;
 
With triethylamine; In water; N,N-dimethyl-formamide;
 

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;

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