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L-Glutamic acid 5-tert-butyl ester is a white powder crystal that serves as a crucial intermediate in the synthesis of various compounds, particularly in the pharmaceutical and fine chemical industries. Its unique chemical structure allows it to be a versatile building block for the development of new drugs and other specialty chemicals.

2419-56-9

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2419-56-9 Usage

Uses

Used in Pharmaceutical Industry:
L-Glutamic acid 5-tert-butyl ester is used as a pharmaceutical intermediate for the development of new drugs. Its role in this industry is to provide a stable and functional building block that can be further modified or combined with other molecules to create therapeutically active compounds.
Used in Fine Chemical Industry:
In the fine chemical industry, L-Glutamic acid 5-tert-butyl ester is utilized as a fine chemical intermediate. It is employed in the synthesis of specialty chemicals that have specific applications in various fields, such as agriculture, materials science, and environmental science. Its versatility and stability make it a valuable component in the development of these advanced materials and compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 2419-56-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,1 and 9 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2419-56:
(6*2)+(5*4)+(4*1)+(3*9)+(2*5)+(1*6)=79
79 % 10 = 9
So 2419-56-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H17NO4/c1-9(2,3)14-7(11)5-4-6(10)8(12)13/h6H,4-5,10H2,1-3H3,(H,12,13)/t6-/m0/s1

2419-56-9 Well-known Company Product Price

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  • TCI America

  • (B4045)  5-tert-Butyl L-Glutamate Hydrate  >98.0%(T)

  • 2419-56-9

  • 1g

  • 350.00CNY

  • Detail
  • TCI America

  • (B4045)  5-tert-Butyl L-Glutamate Hydrate  >98.0%(T)

  • 2419-56-9

  • 5g

  • 1,190.00CNY

  • Detail
  • Alfa Aesar

  • (H63223)  L-Glutamic acid 5-tert-butyl ester, 98%   

  • 2419-56-9

  • 1g

  • 412.0CNY

  • Detail
  • Alfa Aesar

  • (H63223)  L-Glutamic acid 5-tert-butyl ester, 98%   

  • 2419-56-9

  • 5g

  • 1646.0CNY

  • Detail
  • Aldrich

  • (49518)  L-Glutamicacid5-tert-butylester  ≥98.0% (TLC)

  • 2419-56-9

  • 49518-1G

  • 417.69CNY

  • Detail

2419-56-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S)-2-amino-5-[(2-methylpropan-2-yl)oxy]-5-oxopentanoic acid

1.2 Other means of identification

Product number -
Other names L-Glutamic Acid 5-tert-Butyl Ester Hydrate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2419-56-9 SDS

2419-56-9Relevant articles and documents

Synthesis of ω-tert-butyl esters of aspartic acid and glutamic acid via B,B-difluoroboroxazolidones

Wang, Jidong,Okada, Yoshio,Wang, Zongmu,Wang, Yuhong,Li, Wei

, p. 2189 - 2191 (1996)

B,B-Difluoroboroxazolidones (DFBONs) were synthesized for the first time from salts of amino acid and BF3·Et2O, and their properties were examined. DFBONs were used in selective preparation of Glu(OBu(t)) and Asp(OBu(t)) in good yields under catalysis with BF3·Et2O and H3PO4. Amberlite XAD-2 resin was successfully employed to purify the above amino acid derivatives.

ANTI-CD40 ANTIBODY DRUG CONJUGATES

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Paragraph 00149, (2019/06/17)

Provided herein are anti-CD40 antibody drug conjugates comprising a radical of Formula (I), wherein R1, R2, and R3 are as defined herein. Further provided are anti-CD40 antibody drug conjugates of Formula (II), wherein Z, R, AA1, AA2, AA3, m, p, q, n, w, R1, R2, and R3 are as defined herein. Further provided are pharmaceutical compositions and kits thereof, and methods of using same.

PROCESSES FOR PREPARATION OF (S)-TERT-BUTYL 4,5-DIAMINO-5-OXOPENTANOATE

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Paragraph 00353, (2019/03/12)

Provided are processes for the preparation of (S)-tert-butyl 4,5-diamino-5-oxopentanoate, or a salt, solvate, hydrate, enantiomer, mixture of enantiomers, or isotopologue thereof. Also provided are solid forms of various intermediates and products obtained from the processes.

Fluorescent mimics of cholesterol that rapidly bind surfaces of living mammalian cells

Hymel, David,Cai, Sutang,Sun, Qi,Henkhaus, Rebecca S.,Perera, Chamani,Peterson, Blake R.

supporting information, p. 14624 - 14627 (2015/09/28)

Mammalian cells acquire cholesterol, a critical membrane constituent, through multiple mechanisms. We synthesized mimics of cholesterol, fluorescent N-alkyl-3β-cholesterylamine-glutamic acids, that are rapidly incorporated into cellular plasma membranes compared with analogous cholesteryl amides, ethers, esters, carbamates, and a sitosterol analogue. This process was inhibited by ezetimibe, indicating a receptor-mediated uptake pathway.

Mild oxidative cleavage of 9-BBN-protected amino acid derivatives

Ankner, Tobias,Norberg, Thomas,Kihlberg, Jan

, p. 3767 - 3770 (2015/06/16)

Protection of the amino acid moiety using 9-BBN is an effective method to enable side chain manipulations in synthesis of complex amino acids. We investigated the standard, mild method for deprotection of the 9-BBN group in methanolic chloroform, and found that it relies on a slow oxidation mediated by molecular oxygen. Building on this insight, we have developed a method that allows for a fast and selective deprotection using simple peroxy acid reagents. After Fmoc protection, products were isolated in >90% yield for a series of amino acid derivatives, including a galactosylated derivative of hydroxylysine. A representative set of 9-BBN-protected amino acid derivatives were efficiently deprotected using peracid reagents in excellent yields. Deprotection is orthogonal with several common protecting groups. Its tolerance of highly acid sensitive groups, such as trityl-protected amides and glycosidic linkages, is especially notable.

A mild removal of Fmoc group using sodium azide

Chen, Chun-Chi,Rajagopal, Basker,Liu, Xuan Yu,Chen, Kuan Lin,Tyan, Yu-Chang,Lin, Fui,Lin, Po-Chiao

, p. 367 - 374 (2014/03/21)

A mild method for effectively removing the fluorenylmethoxycarbonyl (Fmoc) group using sodium azide was developed. Without base, sodium azide completely deprotected Nα-Fmoc-amino acids in hours. The solvent-dependent conditions were carefully studied and then optimized by screening different sodium azide amounts and reaction temperatures. A variety of Fmoc-protected amino acids containing residues masked with different protecting groups were efficiently and selectively deprotected by the optimized reaction. Finally, a biologically significant hexapeptide, angiotensin IV, was successfully synthesized by solid phase peptide synthesis using the developed sodium azide method for all Fmoc removals. The base-free condition provides a complement method for Fmoc deprotection in peptide chemistry and modern organic synthesis. Graphical Abstract: [Figure not available: see fulltext.]

SYNTHETIC CHOLESTERYLAMINE-LINKER DERIVATIVES FOR AGENT DELIVERY INTO CELLS

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Page/Page column 31-32, (2011/02/24)

Synthetic cholesterylamine-linkers can include derivatives of cholesterol, cholesteryl, or sitosteryl coupled through the linker to an agent for delivery into cells. The cholesterylamines are thought to mimic cholesterol in the capacity and mechanism for enhanced entry into cells. The configuration of the cholesterylamine-linker that is thought to provide for enhanced entry into cells includes a cholesterylamine that is coupled to a linker from the amine, and which linker includes a negative charge at a spatial distance from the amine of the cholesterylamine.

Hydrolysis of amino acid diesters

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Page 3, (2008/06/13)

The present invention provides a method for preparing an amino acid monoester from an amino acid diester without the use of an enzyme. Particularly, the method involves hydrolysis of an amino acid diester in the presence of a non-enzyme additive and under reaction conditions that affect selective hydrolysis of the α-ester group. The reaction conditions comprise a specific pH, temperature, and vapor pressure.

The Synthesis of the High-Potency Sweetener, NC-00637. Part 3: The Glutamyl Moiety and Coupling Reactions

Ager, David J.,Babler, Scott,Erickson, Robert A.,Froen, Diane E.,Kittleson, Jeannine,Pantaleone, David P.,Prakash, Indra,Zhi, Ben

, p. 72 - 85 (2013/09/04)

The synthesis of the high-potency sweetener, NC-00637 (1), required selective preparation of the γ-protected glutamic acid. Coupling of the three components could be performed in any order, but the final route involved N-acylation of the protected L-glutamic acid with the acid chloride derived from (S)-2-methylhexanoic acid. Activation of the α-carboxyl group allowed condensation with 5-amino-2-cyanopyridine (4). Saponification of the γ-ester 19 then provided the sweetener 1.

Structure-based design of nonpeptidic thrombin inhibitors: Exploring the D-pocket and the oxyanion hole

Betschmann, Patrick,Sahli, Stefan,Diederich, Francois,Obst, Ulrike,Gramlich, Volker

, p. 1210 - 1245 (2007/10/03)

Structure-activity relationships for new members of a class of nonpeptidic, low-molecular-weight inhibitors of thrombin, a key serine protease in the blood coagulation cascade, are described. These compounds, which originate from X-ray-structure-based design, feature a conformationally rigid, bi- or tricyclic core from which side chains diverge into the four major binding pockets (distal D, proximal P, recognition or specificity Sl, and oxyanion hole O) at the thrombin active site (Fig. 1). Phenylamidinium is the side chain of choice for the S1 pocket, while the most active inhibitors orient an i-Pr group into the P-pocket (Table 1). The key step in the synthesis of the inhibitors is the construction of the central bi- or tricyclic scaffold by 1,3-dipolar cycloaddition of an in situ prepared azomethine ylide and an N-substituted maleimide (Schemes 1-3, and 8-10). One series of compounds was designed to explore the binding features of the large hydrophobic D pocket. This pocket provides space for lipophilic residues as bulky as benzhydryl groups. A new strategy was developed, allowing introduction of these sterically demanding substituents very late in the synthesis (Schemes 5 and 6). Benzhydryl derivative (±)-2 was found to be the most selective member (Ki (trypsin)/Ki (thrombin) = 1200) of this class of nonpeptidic thrombin inhibitors, while the 'dipiperonyl' analog (±)-3 (Ki = 9 nM, 7.60-fold selectivity) displays the highest potency of all compounds prepared so far (Table 1). A second series of inhibitors features side chains designed to orient into the oxyanion hole and to undergo H-bonding with the backbone NH groups lining the catalytic site of the enzyme. Unfortunately, neither activity nor selectivity could be substantially improved by introduction of these substituents (Table 2), Presumably, the high degree of pre-organization and the rigidity of the tightly bound scaffolds prevents the new substituents from assuming a position that would allow favorable interactions in the oxyanion hole. However, the oxyanion hole and the S1' pocket next to it were found to be capable of accommodating quite large groups, which leaves much room for further exploration.

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