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BOC-L-Asparagine

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Company Name: Sichuan HongRi Pharma-Tech Co.,Ltd
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Products Intro: Product Name:Boc-L-Asn-OH
CAS:7536-55-2
Purity:98% Package:1kg;|10kg;|100kg
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Products Intro: Product Name:N-(tert-Butoxycarbonyl)-L-asparagine
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Products Intro: Product Name:Boc-Asn
CAS:7536-55-2
Purity:98% Package:10kg,25kg,100kg

BOC-L-Asparagine manufacturers

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  • 2026-05-15
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  • Purity: NLT98%
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  • Purity: 98%
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  • 2025-05-23
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  • Purity: 99
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BOC-L-Asparagine Basic information
Product Name:BOC-L-Asparagine
Synonyms:T-BUTYLOXYCARBONYL-L-ASPARAGINE;TBOC-L-ASPARAGINE;N-TERT-BUTOXYCARBONYL-L-ASPARAGINE;N-T-BUTOXYCARBONYL-L-ASPARAGINE;N-T-BOC-L-ASPARAGINE;N2-[(1,1-Dimethylethoxy)carbonyl]-L-asparagine;NALPHA-BOC-L-ASPARAGINE;N-ALPHA-T-BOC-L-ASPARAGINE
CAS:7536-55-2
MF:C9H16N2O5
MW:232.23
EINECS:231-405-2
Product Categories:Asparagine [Asn, N];Boc-Amino Acids and Derivative;Amino Acids (N-Protected);Biochemistry;Boc-Amino Acids;Boc-Amino acid series;Amino Acid Derivatives;Amino Acids;Heterocycles
Mol File:7536-55-2.mol
BOC-L-Asparagine Structure
BOC-L-Asparagine Chemical Properties
Melting point 175 °C (dec.)(lit.)
Boiling point 374.39°C (rough estimate)
density 1.2896 (rough estimate)
refractive index -7 ° (C=1, DMF)
Fp 245°C
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility almost transparency in N,N-DMF
pka3.79±0.10(Predicted)
form Powder or Crystalline Powder
color White
Optical Rotation[α]20/D 7.8±0.5°, c = 2% in DMF
BRN 1977963
Major Applicationpeptide synthesis
InChIInChI=1S/C9H16N2O5/c1-9(2,3)16-8(15)11-5(7(13)14)4-6(10)12/h5H,4H2,1-3H3,(H2,10,12)(H,11,15)(H,13,14)/t5-/m0/s1
InChIKeyFYYSQDHBALBGHX-YFKPBYRVSA-N
SMILESC(O)(=O)[C@H](CC(N)=O)NC(OC(C)(C)C)=O
CAS DataBase Reference7536-55-2(CAS DataBase Reference)
EPA Substance Registry SystemL-Asparagine, N2-[(1,1-dimethylethoxy)carbonyl]- (7536-55-2)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 22-24/25-36-26
WGK Germany 3
TSCA TSCA listed
HS Code 2924 19 00
HazardClass IRRITANT
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
Boc-Asn-OH English
SigmaAldrich English
ALFA English
BOC-L-Asparagine Usage And Synthesis
Chemical PropertiesWHITE AMORPHOUS POWDER
UsesNα-Boc-L-asparagine is an N-Boc-protected form of L-Asparagine (A790005). L-Asparagine was first isolated by Robiquet and Vauquelin from asparagus juice (a high source of L-asparagine). L-Asparagine is often incorporated into proteins, and is a basis for some cancer therapies as certain cancerous cells require L-asparagine for growth.
DefinitionChEBI: The Nalpha-t-butoxycarbonyl derivative of L-asparagine
reaction suitabilityreaction type: Boc solid-phase peptide synthesis
Synthesis
L-Asparagine

70-47-3

Di-tert-butyl dicarbonate

24424-99-5

BOC-L-Asparagine

7536-55-2

L-asparagine (15 g, 0.113 mol, 1.0 eq.) and sodium carbonate (12 g, 0.113 mol, 1.0 eq.) were dissolved in a solvent mixture of water (225 mL) and 1,4-dioxane (225 mL) at room temperature. To this solution was slowly added di-tert-butyl dicarbonate (30 g, 0.137 mol, 1.2 eq.) and the reaction mixture was stirred overnight at room temperature. Upon completion of the reaction, 1,4-dioxane was removed by distillation under reduced pressure. Subsequently, the pH of the solution was adjusted to 2 with 37% hydrochloric acid, at which point a white solid precipitated. The solid product was collected by filtration, washed with water and dried under appropriate conditions. Finally, 24 g of BOC-L-asparagine was obtained in 91% yield. The product characterization data were as follows: melting point 175°C-180°C (literature value 175°C); 1H NMR (DMSO-D6) δ 12.5 (1H, br); 7.31 (1H, br); 6.91 (1H, br); 6.87 (1H, d, J=8.4 Hz); 4.23 (1H, q, J=7.7 Hz); 2.56- 2.36 (2H, m); 1.38 (9H, s).

References[1] Patent: WO2005/21558, 2005, A2. Location in patent: Page/Page column 214
[2] Patent: US2006/189806, 2006, A1. Location in patent: Page/Page column 38
[3] Bioorganic and Medicinal Chemistry, 1998, vol. 6, # 8, p. 1185 - 1208
[4] Angewandte Chemie - International Edition, 2007, vol. 46, # 14, p. 2470 - 2477
[5] Organic Syntheses, 1985, vol. 63, p. 160 - 160
Tag:BOC-L-Asparagine(7536-55-2) Related Product Information
L-Asparagine ASPARAGINASE D-(-)-Asparagine monohydrate Di-tert-butyl dicarbonate PYRAZOPHOS 2-Chloro-2-methylpropane 1,1'-Carbonyldiimidazole FMOC-ASN(TRT)-OPFP DI-TERT-BUTYL ETHER Carbonyl iron powder NICKEL CARBONYL N-BOC-L-ASPARAGINE(XANTHYL) BOC-L-ASPARAGINE(TRITYL) NALPHA-BOC-D-ASPARAGINE,N-ALPHA-T-BOC-D-ASPARAGINE,BOC-D-ASPARAGINE,N-BOC-D-ASPARAGINE,NA-T-BOC-D-ASPARAGINE Boc-Asn-ONp DDZ-ASN-OH BOC-L-ASPARAGINE BENZYL ESTER BOC-L-ASPARAGINE N-HYDROXYSUCCINIMIDE ESTER