ChemicalBook > CAS DataBase List > Boc-D-Asparagine

Boc-D-Asparagine

Product Name
Boc-D-Asparagine
CAS No.
75647-01-7
Chemical Name
Boc-D-Asparagine
Synonyms
Nalpha D;BOC-D-ASN;BOC-D-ASN-OH;Z-D-Leu.DCHA;N-BOC-D-Asn-OH;BOC-D-ASPARAGINE;Nα-Boc-D-asparag;N-BOC-D-ASPARAGINE;Nalpha-BOC-D-Asn-OH;Nα-Boc-D-asparagine
CBNumber
CB3408755
Molecular Formula
C9H16N2O5
Formula Weight
232.23
MOL File
75647-01-7.mol
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Boc-D-Asparagine Property

Melting point:
165-169 °C
alpha 
9 º (c=1, DMF)
Boiling point:
374.39°C (rough estimate)
Density 
1.2896 (rough estimate)
refractive index 
7.7 ° (C=1, DMF)
storage temp. 
Sealed in dry,2-8°C
solubility 
soluble in Dimethylformamide
pka
3.79±0.10(Predicted)
form 
Powder
color 
White
BRN 
4843040
CAS DataBase Reference
75647-01-7(CAS DataBase Reference)
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
24/25-45
WGK Germany 
3
HS Code 
29241990
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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

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.53088
Product name
Boc-D-Asn-OH
Purity
Novabiochem?
Packaging
25g
Price
$1420
Updated
2025/07/31
Sigma-Aldrich
Product number
15064
Product name
Boc-D-Asn-OH
Purity
≥98.0% (TLC)
Packaging
5g
Price
$210
Updated
2025/07/31
TCI Chemical
Product number
B2964
Product name
Nalpha-(tert-Butoxycarbonyl)-D-asparagine
Purity
>98.0%(HPLC)(T)
Packaging
5g
Price
$26
Updated
2025/07/31
TCI Chemical
Product number
B2964
Product name
Nalpha-(tert-Butoxycarbonyl)-D-asparagine
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$65
Updated
2025/07/31
TRC
Product number
B622000
Product name
Nα-Boc-D-asparagine
Packaging
5g
Price
$120
Updated
2021/12/16
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Boc-D-Asparagine Chemical Properties,Usage,Production

Chemical Properties

white fine crystalline powder

Uses

Nα-Boc-D-asparagine is an N-Boc-protected form of D-Asparagine (A788990). D-Asparagine is an isomer of L-Asparagine (A790005) and is used by bacteria (such as Saccharomyces cerevisiae) as a sole nitrogen source for replication. L-Asparagine is also a competitive inhibitor of staphylococcal L-asparaginase and is used as a reagent to synthesize peptide antibiotics.

Definition

ChEBI: Boc-D-asparagine is an asparagine derivative.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

2058-58-4

24424-99-5

7536-55-2

General procedure for the synthesis of BOC-L-asparagine from D-asparagine monohydrate and di-tert-butyl dicarbonate: in Example 75, 5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidene-methylene]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid [(S)-1-(2-methoxy-ethyl)-2,5-dioxo-pyrrolidin- 3-yl]-amide ester (75a, 2.0 g, 15 mmol) and Na2CO3 (1.6 g, 15 mmol) were dissolved in a solvent mixture of H2O/1,4-dioxane (30 mL/30 mL). To this solution, di-tert-butyl dicarbonate (Boc)2O (3.96 g, 18.2 mmol) was added dropwise at room temperature. The reaction mixture was stirred overnight and subsequently 1,4-dioxane was removed by evaporation. The remaining aqueous solution was adjusted to pH=2 with 37% HCl. The precipitate precipitated was filtered, washed with water and dried to afford the target product 75b (2.97 g, 84% yield) as a white solid.

References

[1] Patent: WO2008/33562, 2008, A2. Location in patent: Page/Page column 86
[2] Patent: US2009/76005, 2009, A1. Location in patent: Page/Page column 44
[3] Journal of Medicinal Chemistry, 2013, vol. 56, # 7, p. 2936 - 2947
[4] Journal of the American Chemical Society, 2014, vol. 136, # 26, p. 9244 - 9247

Boc-D-Asparagine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Boc-D-Asparagine manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
Boc-D-Asparagine 75647-01-7
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-12
Career Henan Chemical Co
Product
Boc-D-Asparagine 75647-01-7
Price
US $100.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Customized
Release date
2018-07-31

75647-01-7, Boc-D-AsparagineRelated Search:


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