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N-Trityl-L-serine methyl ester is a chemical compound that features a trityl-protected L-serine molecule with an additional methyl ester group. N-Trityl-L-serine methyl ester is widely recognized for its role in organic chemistry, particularly in the synthesis of peptides and other biologically active molecules. The trityl group acts as a protective agent for the serine amino acid, averting undesired reactions during the synthesis process, while the methyl ester group enhances the compound's versatility for manipulation and modification in chemical synthesis.

4465-44-5

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4465-44-5 Usage

Uses

Used in Peptide Synthesis:
N-Trityl-L-serine methyl ester is utilized as a building block in peptide synthesis for its ability to protect the serine amino acid from unwanted side reactions. The trityl group ensures that the serine moiety remains intact and unreactive until the desired point in the synthesis process, at which the protective group can be selectively removed.
Used in Organic Chemistry:
In the realm of organic chemistry, N-Trityl-L-serine methyl ester serves as an important intermediate. Its methyl ester group facilitates easy modification and functionalization of the molecule, making it a valuable component in the creation of a variety of organic compounds with specific properties and applications.
Used in the Production of Biologically Active Molecules:
N-Trityl-L-serine methyl ester is also employed in the synthesis of biologically active molecules. Its protected serine structure allows for the incorporation of this amino acid into complex molecular frameworks without the risk of unwanted side reactions, which is crucial for the development of pharmaceuticals and other bioactive substances.

Check Digit Verification of cas no

The CAS Registry Mumber 4465-44-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,6 and 5 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4465-44:
(6*4)+(5*4)+(4*6)+(3*5)+(2*4)+(1*4)=95
95 % 10 = 5
So 4465-44-5 is a valid CAS Registry Number.
InChI:InChI=1/C23H23NO3/c1-27-22(26)21(17-25)24-23(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-16,21,24-25H,17H2,1H3/t21-/m0/s1

4465-44-5 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • TCI America

  • (T2870)  N-(Triphenylmethyl)-L-serine Methyl Ester  >98.0%(GC)(T)

  • 4465-44-5

  • 5g

  • 330.00CNY

  • Detail
  • TCI America

  • (T2870)  N-(Triphenylmethyl)-L-serine Methyl Ester  >98.0%(GC)(T)

  • 4465-44-5

  • 25g

  • 1,220.00CNY

  • Detail
  • Aldrich

  • (411345)  N-Trityl-L-serinemethylester  99%

  • 4465-44-5

  • 411345-25G

  • 1,288.17CNY

  • Detail

4465-44-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(Triphenylmethyl)-L-serine Methyl Ester

1.2 Other means of identification

Product number -
Other names Trt-L-Ser-OMe

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:4465-44-5 SDS

4465-44-5Relevant articles and documents

Preparation method of 2,3-diamido methyl propionate

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Paragraph 0036; 0039; 0041, (2019/02/04)

The invention provides a preparation method of 2,3-diamido methyl propionate. According to the method, serine is used as a raw material, in methyl alcohol, thionyl chloride is used as a catalyst for preparing serine methylester, then the serine methyleste

MACROCYCLIC COMPOUNDS AS PROTEASOME INHIBITORS

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Paragraph 0507, (2019/05/02)

The compounds of the present invention are represented by the following compounds having Formula I and Formula (I'): where the substituents R1, R2, R2', R3, R4, R5, R', R", X, Y, and Z are as defined herein and where the substituents R1, R2, R3, R4, R5, R', R", X, Y, and Z are as defined herein. These compounds are used in the treatment of bacterial infections, parasite infections, fungal infections, cancer, immunologic disorders, autoimmune disorders, neurodegenerative diseases and disorders, inflammatory disorders, or muscular dystrophy or for providing immunosuppression for transplanted organs or tissues.

Highly Chemoselective Deprotection of the 2,2,2-Trichloroethoxycarbonyl (Troc) Protecting Group

Trost, Barry M.,Kalnmals, Christopher A.,Tracy, Jacob S.,Bai, Wen-Ju

supporting information, p. 8043 - 8046 (2019/01/04)

Nonreducing, pH-neutral conditions for the selective cleavage of the 2,2,2-trichloroethoxycarbonyl (Troc) protecting group are reported. Using trimethyltin hydroxide in 1,2-dichloroethane, Troc-protected alcohols, thiols, and amines can be selectively unmasked in the presence of various functionalities that are incompatible with the reducing conditions traditionally used to remove the Troc group. This mild deprotection protocol tolerates a variety of other hydrolytically sensitive and acid/base-sensitive moieties as well.

Activation of Remote meta-C?H Bonds in Arenes with Tethered Alcohols: A Salicylonitrile Template

Zhang, Lanlan,Zhao, Chaoyue,Liu, Yang,Xu, Jiancong,Xu, Xiufang,Jin, Zhong

supporting information, p. 12245 - 12249 (2017/09/06)

Palladium-catalyzed activation of remote meta-C?H bonds in arenes containing tethered alcohols was achieved with high regioselectivity by using a nitrile template. Computational studies on the macrocyclic transition state of the regioselectivity-determini

PHOSPHONATE COMPOUNDS FOR TREATMENT OF IMMUNE AND INFLAMMATORY DISORDERS

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Paragraph 0585, (2017/03/14)

Compounds, methods of use, and processes for making inhibitors of complement Factor D are provided comprising Formula I, I" and I''' or a pharmaceutically acceptable salt or composition thereof. The inhibitors described herein target Factor D and inhibit

Copper(I)-Mediated Denitrogenative Macrocyclization for the Synthesis of Cyclic α3β-Tetrapeptide Analogues

Chen, Chun-Chi,Wang, Sheng-Fu,Su, Yung-Yu,Lin, Yuya A.,Lin, Po-Chiao

, p. 1326 - 1337 (2017/06/23)

A copper(I)-mediated denitrogenative reaction has been successfully developed for the preparation of cyclic tetrapeptides. The key reactive intermediate, ketenimine, triggers intramolecular cyclization through attack of the terminal amine group to generate an internal β-amino acid with an amidine linkage. The chemistry developed herein provides a new synthetic route for the preparation of cyclic α3β-tetrapeptide analogues that contain important biological properties and results in rich structural information being obtained for conformational studies. With the success of this copper(I)-catalyzed macrocyclization, two histone deacetylase inhibitor analogues consisting of the cyclic α3β-tetrapeptide framework have been successfully synthesized.

NOVEL COMPOUNDS

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Page/Page column 101, (2016/02/26)

A compound of formula (I) or a pharmaceutically acceptable derivative thereof, (formula 1) wherein R1,R2, R3, R4, R5, X, m and n are defined in the specification; a process for preparing such compounds; a pharmaceutical composition comprising such compounds; and the use of such compounds in medicine.

Facile and Versatile Chemoenzymatic Synthesis of Enterobactin Analogues and Applications in Bacterial Detection

Lee, Albert A.,Chen, Yi -Chen S.,Ekalestari, Elisa,Ho, Sheng -Yang,Hsu, Nai -Shu,Kuo, Tang -Feng,Wang, Tsung -Shing Andrew

supporting information, p. 12338 - 12342 (2016/10/13)

Siderophores, such as enterobactin (Ent), are small molecules that can be selectively imported into bacteria along with iron by cognate transporters. Siderophore conjugates are thus a promising strategy for delivering functional reagents into bacteria. In this work, we present an easy-to-perform, one-pot chemoenzymatic synthesis of functionalized monoglucosylated enterobactin (MGE). When functionalized MGE is conjugated to a rhodamine fluorophore, which affords RhB-Glc-Ent, it can selectively label Gram-negative bacteria that utilize Ent, including some E. coli strains and P. aeruginosa. V. cholerae, a bacterium that utilizes linearized Ent, can also be weakly targeted. Moreover, the targeting is effective under iron-limiting but not iron-rich conditions. Our results suggest that the RhB-Glc-Ent probe is sensitive not only to the bacterial strain but also to the iron condition in the environment.

Straightforward synthesis and antioxidant studies of chalcogenoaziridines

Borges, Rodrigo,Andrade, Floyd C.D.,Schwab, Ricardo S.,Sousa, Fernanda S.S.,de Souza, Maurice Neto,Savegnago, Lucielli,Schneider, Paulo H.

supporting information, p. 3501 - 3504 (2016/07/15)

Herein we reported the synthesis of chalcogenoaziridines through the introduction of the organoselenium moiety in the aziridine framework through the nucleophilic substitution of the OTs leaving group. In addition, the antioxidant activity, as reflected b

Methodology for Synthesis of Enantiopure 3,5-Disubstituted Pyrrol-2-ones

Krenk, Ondej,Kratochvl, Ji,pulk, Marcel,Buchta, Vladimr,Kune, Ji,Novkov, Lucie,Ghavre, Mukund,Pour, Milan

, p. 5414 - 5423 (2015/08/24)

A new synthetic route towards chiral 3,5-disubstituted pyrrol-2-ones by starting from amino acids has been developed. The sequence features the conversion of amino acids into their corresponding alkynoic acid derivative followed by a Pd-catalyzed hydrosta

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