ChemicalBook > CAS DataBase List > N-Benzyloxycarbonyl-D-aspartic acid

N-Benzyloxycarbonyl-D-aspartic acid

Product Name
N-Benzyloxycarbonyl-D-aspartic acid
CAS No.
78663-07-7
Chemical Name
N-Benzyloxycarbonyl-D-aspartic acid
Synonyms
Z-D-ASP-OH;Z-D-ASP;CBZ-D-ASP-OH;N-CBZ-D-ASP-OH;Cbz-D-Aspartic;Z-D-ASPARTIC ACID;CBZ-D-ASPARTIC ACID;Z-D-Asp-OH, >=98.0%;Z-D-Asp-OH;Z-D-aspartic acid99%
CBNumber
CB4242062
Molecular Formula
C12H13NO6
Formula Weight
267.23
MOL File
78663-07-7.mol
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N-Benzyloxycarbonyl-D-aspartic acid Property

Melting point:
117 °C
Boiling point:
472.8±45.0 °C(Predicted)
Density 
1.404±0.06 g/cm3(Predicted)
refractive index 
-10 ° (C=7, AcOH)
storage temp. 
Sealed in dry,2-8°C
solubility 
Methanol (Sparingly)
pka
3.75±0.23(Predicted)
form 
Solid
color 
White to Off-White
optical activity
Consistent with structure
BRN 
2566464
CAS DataBase Reference
78663-07-7(CAS DataBase Reference)
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Safety

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29242990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
95965
Product name
Z-D-Asp-OH
Purity
≥98.0%
Packaging
5g
Price
$49.3
Updated
2022/05/15
TCI Chemical
Product number
C0689
Product name
N-Carbobenzoxy-D-aspartic Acid
Purity
>98.0%(T)
Packaging
1g
Price
$16
Updated
2025/07/31
TCI Chemical
Product number
C0689
Product name
N-Carbobenzoxy-D-aspartic Acid
Purity
>98.0%(T)
Packaging
5g
Price
$34
Updated
2025/07/31
TRC
Product number
C176280
Product name
N-Carbobenzyloxy-D-asparticAcid
Packaging
5g
Price
$65
Updated
2021/12/16
Usbiological
Product number
242660
Product name
Z-D-aspartic acid 99+%
Packaging
5g
Price
$156
Updated
2021/12/16
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N-Benzyloxycarbonyl-D-aspartic acid Chemical Properties,Usage,Production

Chemical Properties

Off-White Solid

Uses

A competitive inhibitor of indole-3-acetyl-L-aspartic acid hydrolase of Enterobacter agglomerans.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

1783-96-6

501-53-1

78663-07-7

The general procedure for the synthesis of Cbz-D-aspartic acid from D-aspartic acid and benzyl chloroformate is as follows: 1. 6 M NaOH solution was added to 500 mL of distilled water at 0 °C and the pH of the solution was adjusted to 13. Subsequently, 65 g (489 mmol) of (R)-aspartic acid was added. 2. 141 g (831 mmol, 1.7 eq.) of benzyl chloroformate was slowly added to the above solution under magnetic stirring. 3. The reaction mixture was stirred at room temperature for 2 days. 4. 4. After completion of the reaction, the mixture was washed with ether and the aqueous phase was acidified with 6 N HCl to pH < 2. 5. 5. The acidified aqueous phase was extracted with ethyl acetate (AcOEt) and the organic phases were combined. 6. The organic phase was dried with anhydrous Na2SO4, filtered, and concentrated in a rotary evaporator to give 80 g of a clear, colorless gelatinous product in 59% yield. Product Characterization: - MS (ESI) m/e (MH+): 266 - 1H-NMR (CDCl3, 400 MHz): δ 7.21-7.21 (m, 5H), 6.14 (d, J = 8.4 Hz, 1H), 5.05 (s, 2H), 4.60 (m, 1H), 2.99 (m, 1H), 2.75 (m, 1H).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 3, p. 1040 - 1044
[2] Journal of the Chemical Society - Perkin Transactions 1, 1997, # 17, p. 2495 - 2511
[3] Asian Journal of Chemistry, 2013, vol. 25, # 11, p. 5948 - 5950
[4] Patent: WO2008/61208, 2008, A2. Location in patent: Page/Page column 31-32; 34-35
[5] Patent: US6660769, 2003, B1. Location in patent: Page column 13-14

N-Benzyloxycarbonyl-D-aspartic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from N-Benzyloxycarbonyl-D-aspartic acid manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
N-Benzyloxycarbonyl-D-aspartic acid 78663-07-7
Price
US $1.10/g
Min. Order
1g
Purity
99.0% min
Supply Ability
100 tons min
Release date
2021-05-25
Career Henan Chemical Co
Product
N-Benzyloxycarbonyl-D-aspartic acid 78663-07-7
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20kg
Release date
2018-08-22

78663-07-7, N-Benzyloxycarbonyl-D-aspartic acidRelated Search:


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