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4'-carbamoyl N-Boc-2',6'-dimethyl-L-phenylalanine methyl ester, also known as (S)-Methyl 2-((tert-Butoxycarbonyl)amino)-3-(4-carbamoyl-2,6-dimethylphenyl)propanoate, is a synthetic compound derived from L-phenylalanine, a naturally occurring amino acid. It is characterized by its carbamoyl and Boc-protected structure, which provides it with unique chemical properties and potential applications in various fields.

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  • 4'-carbamoyl N-Boc-2',6'-dimethyl-L-phenylalanine methyl ester

    Cas No: 623950-05-0

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  • 623950-05-0 Structure
  • Basic information

    1. Product Name: 4'-carbamoyl N-Boc-2',6'-dimethyl-L-phenylalanine methyl ester
    2. Synonyms: 4'-carbamoyl N-Boc-2',6'-dimethyl-L-phenylalanine methyl ester;L-Phenylalanine, 4-(aminocarbonyl)-N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-, methyl ester;methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-carbamoyl-2,6-dimethylphenyl)propanoate;(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(4-carbamoyl-2,6-dimethylphenyl)propanoate
    3. CAS NO:623950-05-0
    4. Molecular Formula: C18H26N2O5
    5. Molecular Weight: 350.40944
    6. EINECS: -0
    7. Product Categories: N/A
    8. Mol File: 623950-05-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: -20°C Freezer
    8. Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
    9. CAS DataBase Reference: 4'-carbamoyl N-Boc-2',6'-dimethyl-L-phenylalanine methyl ester(CAS DataBase Reference)
    10. NIST Chemistry Reference: 4'-carbamoyl N-Boc-2',6'-dimethyl-L-phenylalanine methyl ester(623950-05-0)
    11. EPA Substance Registry System: 4'-carbamoyl N-Boc-2',6'-dimethyl-L-phenylalanine methyl ester(623950-05-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 623950-05-0(Hazardous Substances Data)

623950-05-0 Usage

Uses

Used in Pharmaceutical Industry:
4'-carbamoyl N-Boc-2',6'-dimethyl-L-phenylalanine methyl ester is used as an impurity in the production of Eluxadoline (E508195), an orally-active drug. The application reason is that it is a byproduct in the synthesis process of Eluxadoline, which is utilized to alleviate symptoms of irritable bowel syndrome, such as diarrhea and abdominal pain.

Check Digit Verification of cas no

The CAS Registry Mumber 623950-05-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 6,2,3,9,5 and 0 respectively; the second part has 2 digits, 0 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 623950-05:
(8*6)+(7*2)+(6*3)+(5*9)+(4*5)+(3*0)+(2*0)+(1*5)=150
150 % 10 = 0
So 623950-05-0 is a valid CAS Registry Number.

623950-05-0Relevant articles and documents

Novel method for preparing iludoline intermediate

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Paragraph 0006; 0008-0009, (2020/07/24)

The invention discloses a preparation method of a pharmaceutical intermediate, 4-(aminocarbonyl)-N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-L-phenylalanine methyl ester, for treating irritable bowel syndrome (IBS-D). The preparation method comprises the following steps: with 4-iodine-3,5-dimethyl benzoic acid as a raw material, protecting carboxyl through a group, carrying out Negishi couplingreaction under the catalysis of Pd2(dba)3, removing the carboxyl protecting group, and forming active ester to react with ammonia water, thereby obtaining the product. The invention provides a novel synthetic route for a drug intermediate for treating irritable bowel syndrome (IBS-D); the reaction conditions are easy to control, the post-treatment operation is simple, and industrial production canbe smoothly realized.

PROCESS FOR THE PREPARATION OF OPIOID MODULATORS

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, (2019/11/04)

It is described an industrially viable and advantageous process for the preparation of mixed μOR agonist/δOR antagonists (9). The invention also discloses the intermediates obtained in the process.

Preparation method of high-purity (S)-2-t-BOC-3-(4-carbamoyl-2, 6-dimethyl phenyl) propionic acid

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Paragraph 0033-0037, (2017/09/13)

The invention discloses a preparation method of high-purity (S)-2-t-BOC-3-(4-carbamoyl-2, 6-dimethyl phenyl) propionic acid (I) and pharmaceutically-acceptable salt thereof. The preparation method includes: using (R)-3-iodo-N-Boc-alaninate as a raw material, and synthesizing a compound (S)-2, 6-dimethyl-4-aminomethyl carbonyl-N-Boc-phenylalaninate (V) through two steps; subjecting the compound (V) to steps of Boc removal, extraction and purification and Boc loading sequentially to obtain a high-purity compound (V); hydrolyzing the high-purity compound (V) in an alkaline condition to obtain a compound I with purity higher than 99%. Compared with the prior art, the preparation method has the advantages that the compound V is purified through the steps of Boc removal, extraction and purification and Boc loading, and almost no byproduct is generated in the subsequent hydrolysis process, so that yield and purity of the compound I are improved, and the compound I has high application value.

Method for preparing alanine derivative

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, (2016/10/10)

The invention discloses a method for preparing an alanine derivative represented by a formula (I) shown in the description. The alanine derivative can serve as synthesis intermediates of opium receptor regulators, such as a synthesis intermediate of eluxadoline. According to the method, chiral tyrosine which is cheap and readily available serves as an initial raw material, a bran-new synthesis route for preparing the alanine derivative is provided, the total yield of the entire reaction route is high, the cost is low, the reaction conditions are mild, and the operation is simple and safe, so that the method is applicable to large-scale industrial production.

Preparation method of alanine derivatives

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Paragraph 0102; 0103; 0104; 0105; 0106, (2016/10/08)

The invention discloses a method for preparing alanine derivatives disclosed as Formula (I). The alanine derivatives can be used as a synthesis intermediate of an opioid receptor regulator, such as a synthesis intermediate of eluxadoline. By using the cheap and accessible chiral tyrosine as the initial raw material, the invention provides a brand-new synthesis route for preparing alanine derivatives. The whole reaction route has the advantages of high total yield, low cost and mild reaction conditions, is simple and safe for operation, and is suitable for large-scale industrial production.

PROCESS FOR THE PREPARATION OF OPIOID MODULATORS

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Page/Page column 4; 19; 26-27, (2008/06/13)

The present invention is directed to novel processes for the preparation of opioid modulators (agonists and antagonists) and intermediates in their synthesis. The opioid modulators are useful for the treatment and prevention of as pain and gastrointestina

NOVEL COMPOUNDS AS OPIOID RECEPTOR MODULATORS

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Page/Page column 45, (2010/02/13)

The present invention is directed to novel opioid receptor modulators of Formula (I). The invention further relates to methods for preparing such compounds, pharmaceutical compositions containing them, and their use in the treatment of disorders that may

A convenient, large-scale synthesis of 4′-carboxamido N-Boc-2′,6′-dimethyl-l-phenylalanines

Cai, Chaozhong,Breslin, Henry J.,He, Wei

, p. 6836 - 6838 (2007/10/03)

A large-scale synthesis of a series of 4′-carboxamido N-Boc-2′,6′-dimethyl-l-phenylalanines is described. This method features mild reaction conditions and high chemical yields from commercially available N-Boc-2′,6′-dimethyl-l-tyrosine methyl ester.

Novel compounds as opioid receptor modulators

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Page/Page column 32, (2010/02/05)

This invention is directed towards novel compounds as opioid receptor modulators, antagonists, and agonists useful for the treatment of opioid modulated disorders such as pain and gastrointestinal disorders.

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