ChemicalBook > CAS DataBase List > N-Cbz-L-Aspartic acid 4-tert-butyl ester

N-Cbz-L-Aspartic acid 4-tert-butyl ester

Product Name
N-Cbz-L-Aspartic acid 4-tert-butyl ester
CAS No.
5545-52-8
Chemical Name
N-Cbz-L-Aspartic acid 4-tert-butyl ester
Synonyms
ASP(OtBu)-OH;CBZ-AMINOACID;Z-ASP(OTBU)-OH;Z-Asp(OBut).H2O;Cbz-Asp(OtBu)-OH;CBZ-ASP(OBUT)-OH;Z-L-ASP(OTBU)-OH;Z-Asp(OtBu)-OH H;Z-Asp(OtBu)-OH.H20;Cbz-L-Asp(OtBu)-OH
CBNumber
CB9124864
Molecular Formula
C16H21NO6
Formula Weight
323.34
MOL File
5545-52-8.mol
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N-Cbz-L-Aspartic acid 4-tert-butyl ester Property

Boiling point:
513.1±50.0 °C(Predicted)
Density 
1.219±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
Soluble in DMSO, and methanol.
pka
3.67±0.23(Predicted)
form 
Powder
color 
White to off-white
optical activity
29°(C=0.01g/mL, CHCL3, 20°C, 589nm)
BRN 
2569846
InChI
InChI=1S/C16H21NO6/c1-16(2,3)23-13(18)9-12(14(19)20)17-15(21)22-10-11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3,(H,17,21)(H,19,20)/t12-/m0/s1
InChIKey
HLSLRFBLVZUVIE-LBPRGKRZSA-N
SMILES
C(O)(=O)[C@H](CC(OC(C)(C)C)=O)NC(OCC1=CC=CC=C1)=O
CAS DataBase Reference
5545-52-8(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
29224999
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
02378
Product name
Z-Asp(OtBu)-OH
Purity
≥98.0% (TLC)
Packaging
5g
Price
$112
Updated
2025/07/31
TCI Chemical
Product number
B6364
Product name
Z-Asp(OtBu)-OH
Packaging
5G
Price
$51
Updated
2025/07/31
TCI Chemical
Product number
B6364
Product name
Z-Asp(OtBu)-OH
Packaging
25G
Price
$154
Updated
2025/07/31
Usbiological
Product number
269290
Product name
Cbz-L-Aspartic 4-tert-butyl ester
Packaging
1g
Price
$333
Updated
2021/12/16
TRC
Product number
B233630
Product name
(S)-3-(((Benzyloxy)carbonyl)amino)-5-isopropoxy-5-oxopentanoicAcid
Packaging
25g
Price
$440
Updated
2021/12/16
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N-Cbz-L-Aspartic acid 4-tert-butyl ester Chemical Properties,Usage,Production

Chemical Properties

White to off-white powder

Uses

It is a pharmaceutical intermediate.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

540-88-5

1152-61-0

47307-26-6

5545-52-8

42417-76-5

The general procedure for the synthesis of (S)-3-(((benzyloxy)carbonyl)amino)-4-(tert-butoxy)-4-oxobutanoic acid, N-benzyloxycarbonyl-L-aspartic acid 4-tert-butyl ester and Z-L-aspartic acid tert-butyl ester tert-butyl ester, using tert-butyl acetate and N-CBZ-L-aspartic acid, is as follows: an ester-exchange reaction system was set up according to the methodology described in Example 1 , but BF3 -Et2O was replaced with other catalysts. The catalysts tested included acids or salts as listed in Table I. The reaction was carried out at room temperature or at about 50°C for 5.5 to 15 hours. At the end of the reaction, the reaction mixtures were analyzed by HPLC technique as in Example 1. The results of Table I show that the ester exchange reaction in the presence of catalysts such as concentrated sulfuric acid (H2SO4), methanesulfonic acid (MsOH), zinc chloride (ZnCl2), and titanium tetrachloride in dichloromethane (TiCl4 in DCM), significantly produced Z-Asp(OtBu)2. In contrast, the catalytic effect of aluminum chloride (AlCl3), ferric chloride (FeCl3) and titanium tetraisopropoxide (Ti[OiPr]4) was not significant even under the conditions of increasing the reaction temperature and prolonging the reaction time.

References

[1] Patent: US2003/236430, 2003, A1. Location in patent: Page 3
[2] Patent: US2003/236430, 2003, A1. Location in patent: Page 3
[3] Patent: US2003/236430, 2003, A1. Location in patent: Page 3
[4] Patent: US2003/236430, 2003, A1. Location in patent: Page 3
[5] Patent: US2003/236430, 2003, A1. Location in patent: Page 3

N-Cbz-L-Aspartic acid 4-tert-butyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Cbz-L-Aspartic acid 4-tert-butyl ester Suppliers

China 220 Europe 2 France 2 Germany 5 India 3 Japan 3 Switzerland 1 United Kingdom 7 United States 28 Global 271
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View Lastest Price from N-Cbz-L-Aspartic acid 4-tert-butyl ester manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
N-Cbz-L-Aspartic acid 4-tert-butyl ester 5545-52-8
Price
US $0.00/Kg/Bag
Min. Order
1KG
Purity
98%min
Supply Ability
500kgs
Release date
2021-10-15
Career Henan Chemical Co
Product
N-Cbz-L-Aspartic acid 4-tert-butyl ester 5545-52-8
Price
US $100.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Customized
Release date
2018-07-26

5545-52-8, N-Cbz-L-Aspartic acid 4-tert-butyl esterRelated Search:

Dibutyl phthalate BUTYL OLEATE Buprofezin Methyl acrylate Cyhalofop-butyl Tris(trimethylsilyl)phosphate N-Carbobenzyloxyglycine Sodium L-aspartate L-Aspartic acid L-ASPARTIC ACID Z-ASP(OTBU)-OH DCHA N-Carbobenzyloxy-L-aspartic acid Z-ASP-OME N-Benzyloxycarbonyl-L-asparagine Z-Asp(OtBu)-Glu(OtBu)-OH N-Cbz-L-Aspartic acid 4-benzyl ester Z-Asp(OtBu)-His(Trt)-OH Z-ASP(OME)-OH

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  • Z-Asp(OBut).H2O
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  • Z-Aspartic Acid, Alpha-Tert-Butyl Ester Dicyclohexylammonium Salt
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  • Z-Asp-(OtBu)-OHmonohydrate
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  • (2S)-2-(benzyloxycarbonylamino)-4-tert-butoxy-4-keto-butyric acid
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  • (S)-3-(((Benzyloxy)carbonyl)aMino)-5-isopropoxy-5-oxopentanoic Acid
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  • L-Aspartic acid, N-[(phenylmethoxy)carbonyl]-, 4-(1,1-dimethylethyl) ester
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  • N- benzyloxycarbonyl -L- aspartate 4- tert-butyl ester
  • 4-(1,1-Dimethylethyl) hydrogen N-[(phenylmethoxy)carbonyl]-L-aspartate
  • N-Benzyloxycarbonyl-L-aspartic acid-beta-tert-butyl ester
  • Z-Asp(O<i>t</i>Bu)-OH
  • 4-(tert-Butyl) hydrogen N-CBZ-L-aspartate
  • 5545-52-8
  • CH33CO2CCH2CHNHCO2CH2C6H5CO2H
  • C16H23NO7
  • Aspartic Acid