ChemicalBook > CAS DataBase List > BOC-L-Asparagine

BOC-L-Asparagine

Product Name
BOC-L-Asparagine
CAS No.
7536-55-2
Chemical Name
BOC-L-Asparagine
Synonyms
BOC-ASN;NαBOC-L-ASN;BOC-ASN-OH;15381_FLUKA;-Boc-Nω-Boc-N-βBOC-L-ASN-OH;Nα-BOC-L-Asn;-Fmoc-N-&beta
CBNumber
CB3375413
Molecular Formula
C9H16N2O5
Formula Weight
232.23
MOL File
7536-55-2.mol
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BOC-L-Asparagine Property

Melting point:
175 °C (dec.)(lit.)
Boiling point:
374.39°C (rough estimate)
Density 
1.2896 (rough estimate)
refractive index 
-7 ° (C=1, DMF)
Flash point:
245°C
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
almost transparency in N,N-DMF
form 
Powder or Crystalline Powder
pka
3.79±0.10(Predicted)
color 
White
optical activity
[α]20/D 7.8±0.5°, c = 2% in DMF
BRN 
1977963
InChI
InChI=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
InChIKey
FYYSQDHBALBGHX-YFKPBYRVSA-N
SMILES
C(O)(=O)[C@H](CC(N)=O)NC(OC(C)(C)C)=O
CAS DataBase Reference
7536-55-2(CAS DataBase Reference)
EPA Substance Registry System
L-Asparagine, N2-[(1,1-dimethylethoxy)carbonyl]- (7536-55-2)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
22-24/25-36-26
WGK Germany 
3
TSCA 
Yes
HS Code 
2924 19 00
HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.53039
Product name
Boc-Asn-OH
Purity
Novabiochem?
Packaging
25g
Price
$52.1
Updated
2025/07/31
Sigma-Aldrich
Product number
8.53039
Product name
Boc-Asn-OH
Purity
Novabiochem?
Packaging
100g
Price
$433
Updated
2025/07/31
Sigma-Aldrich
Product number
15381
Product name
Boc-Asn-OH
Purity
≥98.5% (T)
Packaging
25g
Price
$73.3
Updated
2025/07/31
TCI Chemical
Product number
B1627
Product name
Nalpha-(tert-Butoxycarbonyl)-L-asparagine
Purity
>98.0%(HPLC)(T)
Packaging
10g
Price
$23
Updated
2025/07/31
TRC
Product number
B622005
Product name
Nα-Boc-L-asparagine
Packaging
25g
Price
$55
Updated
2021/12/16
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BOC-L-Asparagine Chemical Properties,Usage,Production

Chemical Properties

WHITE AMORPHOUS POWDER

Uses

Nα-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.

Definition

ChEBI: The Nalpha-t-butoxycarbonyl derivative of L-asparagine

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

70-47-3

24424-99-5

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

BOC-L-Asparagine Preparation Products And Raw materials

Raw materials

L-Asparagine

Preparation Products

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BOC-L-Asparagine Suppliers

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View Lastest Price from BOC-L-Asparagine manufacturers

Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Boc-L-Asn-OH 7536-55-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T+
Release date
2023-09-20
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Boc-L-Asn-OH 7536-55-2
Price
US $50.00/kg
Min. Order
1kg
Purity
99
Supply Ability
5000
Release date
2024-12-02
Anhui Dexinjia Biopharm Co., Ltd
Product
BOC-L-Asparagine 7536-55-2
Price
US $15.00-50.00/kg
Min. Order
1kg
Purity
NLT98%
Supply Ability
5 ton per month
Release date
2024-07-09

7536-55-2, BOC-L-AsparagineRelated Search:

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) BOC-ASP-OH NALPHA-BOC-D-ASPARAGINE,N-ALPHA-T-BOC-D-ASPARAGINE,BOC-D-ASPARAGINE,N-BOC-D-ASPARAGINE,NA-T-BOC-D-ASPARAGINE DDZ-ASN-OH BOC-L-ASPARAGINE BENZYL ESTER BOC-L-ASPARAGINE N-HYDROXYSUCCINIMIDE ESTER

  • 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
  • N-ALPHA-TERT-BUTYLOXYCARBONYL-L-ASPARAGINE
  • N-(ALPHA)-TERT-BUTOXYCARBONYL-L-ASPARAGINE
  • N-ALPHA-T-BUTOXYCARBONYL-L-ASPARAGINE
  • N-BOC-L-ASPARAGINE
  • -Boc-N&omega
  • -Boc-L-Ornithine Tert-butyl Ester Hydrochloride
  • -Dimethyl-1,4-cyclohexadiene-1-ethanamine
  • -Boc-N-&beta
  • -bromoacetyl-L-2,3-diaminopropionic Acid
  • -Methylphenethyl)-gluconamide
  • -(4-Methylphenyl)sulfonyl)benzyl]diphenylphosphinic Amide
  • -(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-L-2,3-diaminopropionic Acid
  • -Fmoc-N-&beta
  • n2-[(1,1-dimethylethoxy)carbonyl]-l-asparagin
  • BOC-ASN-OH
  • BOC-ASN
  • BOC-ASPARAGINE
  • BOC-L-ASN
  • BOC-L-ASPARAGINE
  • BOC-L-ASN-OH
  • BOC-L-ASPARAGINE-OH
  • N-(a)-Boc-L-asparagine
  • NA-T-BOC-L-ASPARAGINE
  • N(ALPHA)-BOC-L-ASPARAGINE 99+%
  • N-BOC-L-ASN-OH
  • N-(-tert-Butoxycarbonyl-L-asparagine, 98+%
  • (S)-4-aMino-2-((tert-butoxycarbonyl)aMino)-4-oxobutanoic acid
  • L-2-tert-ButoxycarbonylaMino-succinaMicacid
  • -(Tert-Butoxycarbonyl)-L-Asparagine
  • N&alpha
  • N<SUB>α</SUB>-(tert-Butoxycarbonyl)-L-asparagine
  • N2-[(tert-butoxy)carbonyl]-L-asparagine
  • Boc-L-aspaD23-Ragine
  • Boc-Asn-OH >=98.5% (T)
  • (2S)-4-amino-2-(tert-butoxycarbonylamino)-4-keto-butyric acid
  • (2S)-4-amino-2-(tert-butoxycarbonylamino)-4-oxo-butanoic acid
  • (2S)-4-amino-2-[(tert-butoxy-oxomethyl)amino]-4-oxobutanoic acid
  • 15381_FLUKA
  • EINECS 231-405-2
  • (Tert-Butoxy)Carbonyl Asn-OH
  • Boc-(S)-2-aminosuccinic acid 4-amide monohydrate
  • Nα-Boc-L-asparagine≥ 98.5% (HPLC)
  • -Dimethyl-3-pyridineethanamine
  • -Benzoyl-DL-arginine &beta
  • -Naphthylamide Hydrochloride
  • -Bis(ethoxycarbonylethyl)-L-lysine Methyl Ester
  • Boc-Asn-OH, BR
  • -Diethylphenethylamine Hydrochloride
  • -Boc-L-arginine Hydrochloride
  • -Diethylphenethylamine-d5 Hydrochloride