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(S)-Nα-(tert-butyloxycarbonyl)-4-hydroxyphenylglycine methyl ester is a chemical compound derived from the amino acid phenylglycine, commonly utilized in organic synthesis and pharmaceutical research. It features a tert-butyloxycarbonyl (Boc) protecting group on the amino group and a methyl ester group on the carboxylic acid, enhancing the molecule's stability and solubility. (S)-Nα-(tert-butyloxycarbonyl)-4-hydroxyphenylglycine methyl ester serves as a building block for the synthesis of peptides and other bioactive molecules, with potential applications in drug development due to its role in peptide synthesis and unique structural properties.

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  • (S)-Methyl 2-((tert-butoxycarbonyl)amino)-2-(4-hydroxyphenyl)acetate

    Cas No: 225517-15-7

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  • 225517-15-7 Structure
  • Basic information

    1. Product Name: (S)-Nα-(tert-butyloxycarbonyl)-4-hydroxyphenylglycine methyl ester
    2. Synonyms: (S)-Nα-(tert-butyloxycarbonyl)-4-hydroxyphenylglycine methyl ester
    3. CAS NO:225517-15-7
    4. Molecular Formula:
    5. Molecular Weight: 281.309
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 225517-15-7.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (S)-Nα-(tert-butyloxycarbonyl)-4-hydroxyphenylglycine methyl ester(CAS DataBase Reference)
    10. NIST Chemistry Reference: (S)-Nα-(tert-butyloxycarbonyl)-4-hydroxyphenylglycine methyl ester(225517-15-7)
    11. EPA Substance Registry System: (S)-Nα-(tert-butyloxycarbonyl)-4-hydroxyphenylglycine methyl ester(225517-15-7)
  • 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: 225517-15-7(Hazardous Substances Data)

225517-15-7 Usage

Uses

Used in Pharmaceutical Research:
(S)-Nα-(tert-butyloxycarbonyl)-4-hydroxyphenylglycine methyl ester is used as a building block for the synthesis of various peptides and bioactive molecules, contributing to the development of new drugs and therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, (S)-Nα-(tert-butyloxycarbonyl)-4-hydroxyphenylglycine methyl ester is used as a key intermediate for the creation of complex molecular structures, taking advantage of its selective reactivity and structural properties.
Used in Drug Development:
(S)-Nα-(tert-butyloxycarbonyl)-4-hydroxyphenylglycine methyl ester is employed as a structural component in the design and synthesis of novel drugs, potentially leading to the discovery of new therapeutic agents with improved efficacy and selectivity.

Check Digit Verification of cas no

The CAS Registry Mumber 225517-15-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,2,5,5,1 and 7 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 225517-15:
(8*2)+(7*2)+(6*5)+(5*5)+(4*1)+(3*7)+(2*1)+(1*5)=117
117 % 10 = 7
So 225517-15-7 is a valid CAS Registry Number.

225517-15-7Relevant articles and documents

IMIDAZOPYRIDAZINES AS MODULATORS OF IL-17

-

Page/Page column 212-213, (2021/11/06)

The present application discloses compounds having the following formula: (I), or pharmaceutically acceptable salts thereof, wherein R1, R2, R3, R4 and R5 are defined in the specification, as well as methods of making and using the compounds disclosed herein for treating or ameliorating an IL-17 mediated syndrome, disorder and/or disease.

3-PHOSPHOGLYCERATE DEHYDROGENASE INHIBITORS AND USES THEREOF

-

, (2017/09/27)

The present invention provides compounds, compositions thereof, and methods of using the same.

NOVEL INHIBITORS

-

, (2014/09/29)

The invention relates to a compound of formula (I) or a pharmaceutically acceptable salt, solvate or polymorph thereof, including all tautomers and stereoisomers thereof, wherein R1, R2, R3, R4 and R5 are as defined herein, as inhibitors of glutaminyl cyclase (QC, EC 2.3.2.5). QC catalyzes the intramolecular cyclization of N- terminal glutamine residues into pyroglutamic acid (5-oxo-prolyl, pGlu*) under liberation of ammonia and the intramolecular cyclization of N-terminal glutamate residues into pyroglutamic acid under liberation of water.

COMPOUNDS FOR THE TREATMENT OF METABOLIC DISORDERS

-

Page/Page column 23, (2009/04/25)

The present invention is directed to therapeutic compounds which have dual activity as agonists of GPR119 and inhibitors of DPP-IV and are useful for the treatment of metabolic disorders including type II diabetes.

INHIBITORS OF IAP

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, (2008/12/08)

The invention provides novel inhibitors of IAP that are useful as therapeutic agents for treating malignancies where the compounds having the general formula U1 - M - U2 wherein M is a linking group covalently joining R2, R3, R4 or R5 of U1 to an R2, R3, R4 or R5 group of U2; U1 and U2 have the general formula (I) and G, X1, X2, R2, R3, R3', R4, R4' and R5, are as described herein.

Suppression of racemization in the carbonylation of amino acid-derived aryl triflates

Grimm, Jonathan B.,Wilson, Kevin J.,Witter, David J.

, p. 4509 - 4513 (2008/02/03)

The carbonylation of enantiopure phenylglycine-derived aryl triflates was achieved to afford 4-carboxyphenylglycine analogs with high enantiomeric excesses (88 to >99% ee). Amide analogs of phenylglycine were well-tolerated in the hydroxy- and methoxycarbonylation processes, providing efficient access to benzoic acid and ester building blocks. The % ee of the product was dependent on the relative steric bulk of both the amino acid substrate and the requisite amine base, with iPr2NEt proving optimal in minimizing product racemization.

Chiral borromeates

Pentecost, Cari D.,Peters, Andrea J.,Chichak, Kelly S.,Cave, Gareth W. V.,Cantrill, Stuart J.,Stoddart, J. Fraser

, p. 4099 - 4104 (2007/10/03)

The fellowship of the rings: Circular dichroism measurements reveal that chirality is transferred from 12 stereogenic centers to 6 octahedral zinc(II) centers (see picture) in two enantiomeric pairs of chiral Borromeates, one of which has been found to be

The anandamide membrane transporter. Structurea€"activity relationships of anandamide and oleoylethanolamine analogs with phenyl rings in the polar head group region

Di Marzo, Vincenzo,Ligresti, Alessia,Morera, Enrico,Nalli, Marianna,Ortar, Giorgio

, p. 5161 - 5169 (2007/10/03)

A new series of arachidonic and oleic acids derivatives, most of which with aromatic moieties in the head group region, has been synthesized and evaluated as inhibitors of anandamide uptake. A new series of anandamide and N-oleoylethanolamine analogs, most of which with aromatic moieties in the head group region, has been synthesized and evaluated as inhibitors of anandamide uptake. Some of them efficaciously inhibit the uptake process with Ki values in the low micromolar range (2.4-21.2 μM). Strict structural requisites are needed to observe a significant inhibition and in no case inhibition of fatty acid amidohydrolase overlaps with inhibition of anandamide uptake.

4-Amino cyclohexylglycine analogues as potent dipeptidyl peptidase IV inhibitors

Parmee, Emma R.,He, Jiafang,Mastracchio, Anthony,Edmondson, Scott D.,Colwell, Larry,Eiermann, George,Feeney, William P.,Habulihaz, Bahanu,He, Huaibing,Kilburn, Ruth,Leiting, Barbara,Lyons, Kathryn,Marsilio, Frank,Patel, Reshma A.,Petrov, Aleksandr,Di Salvo, Jerry,Wu, Joseph K.,Thornberry, Nancy A.,Weber, Ann E.

, p. 43 - 46 (2007/10/03)

Substituted 4-amino cyclohexylglycine analogues were evaluated for DP-IV inhibitory properties. Bis-sulfonamide 15e was an extremely potent 2.6 nM inhibitor of the enzyme with excellent selectivity over all counterscreens. 2,4-Difluorobenzenesulfonamide 1

FUSED INDOLES AS DIPEPTIDYL PEPTIDASE INHIBITORS FOR THE TREATMENT OR PREVENTION OF DIABETES

-

, (2008/06/13)

The present invention is directed to fused indole derivatives which are inhibitors of the dipeptidyl peptidase-IV enzyme ("DP-IV inhibitors") and which are useful in the treatment or prevention of diseases in which the dipeptidyl peptidase-IV enzyme is in

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