874817-14-8

Basic information

• Product Name: FMoc-D-serine Methyl ester
• Synonyms: FMoc-D-serine Methyl ester;D-Serine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, methyl ester
• CAS NO: 874817-14-8
• Molecular Formula: C₁₉H₁₉NO₅
• Molecular Weight: 341.35786
• Mol File: 874817-14-8.mol

Chemical Properties

• Melting Point: 129-130 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 579.4±45.0 °C(Predicted)
• Appearance: /
• Density: 1.285±0.06 g/cm3(Predicted)
• PKA: 10.07±0.46(Predicted)
• CAS DataBase Reference: FMoc-D-serine Methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: FMoc-D-serine Methyl ester(874817-14-8)
• EPA Substance Registry System: FMoc-D-serine Methyl ester(874817-14-8)

Safety Data

• Hazardous Substances Data: 874817-14-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
FMoc-D-serine Methyl ester is used as a key component in the synthesis of peptides for various pharmaceutical applications. Its ability to protect the carboxyl and hydroxyl groups enables the creation of peptides with specific sequences and properties, which can be used in the development of drugs for treating various diseases and conditions.
Used in Research and Development:
FMoc-D-serine Methyl ester is used as a building block in the synthesis of peptides for research purposes. Its selective deprotection and temporary protection of functional groups allow for the development and modification of peptides with specific characteristics, which can be used to study their structure, function, and potential applications in various fields.
Used in Biochemistry and Molecular Biology:
FMoc-D-serine Methyl ester is used as a reagent in biochemical and molecular biology research. Its role in peptide synthesis allows for the creation of peptides with specific sequences, which can be used to study protein-protein interactions, enzyme activity, and other biological processes.
Used in Chemical Synthesis:
FMoc-D-serine Methyl ester is used as a protected amino acid derivative in the synthesis of various chemical compounds. Its protected functional groups enable the selective deprotection and modification of the compound, which can be used in the development of new chemical entities with specific properties and applications.

Upstream product

• 2104-89-4 D-serine methyl ester 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 851678-66-5 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-hydroxypropionic acid methyl ester 
• 136083-72-2 N-(9-fluorenylmethoxycarbonyl)-DL-serine 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 5874-57-7 R-(-)-serine methyl ester hydrochloride 
• 67-56-1 methanol 
• 73724-45-5 (R)-N-(fluoren-9-ylmethoxycarbonyl)serine 

Downstream Products

• 874817-21-7 4-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester 

Relevant articles and documents

Total Synthesis and Determination of the Absolute Configuration of Rakicidin C

The absolute configuration of rakicidin C was predicted by comparison of optical rotation data and absolute configuration of APD-cyclic depsipeptides and further determined by total synthesis. The absolute configuration of five chiral centers was determin

Determination of Chemical and Enantiomeric Purity of α-Amino Acids and their Methyl Esters as N-Fluorenylmethoxycarbonyl Derivatives Using Amylose-derived Chiral Stationary Phases

Liquid chromatographic enantiomer separation and simultaneous determination of chemical and enantiomeric purity of α-amino acids and their methyl esters as N-fluorenylmethoxycarbonyl (FMOC) derivatives was performed on three covalently bonded type chiral stationary phases (CSPs) derived from amylose derivatives. The enantiomer separation of α-amino acid esters as N-FMOC derivatives was better than that of the corresponding acids, especially for CSP 1 and 2. Chemical impurities as the corresponding racemic acids present in several commercially available racemic amino acid methyl esters were observed to be 0.49–17.50%. Enantiomeric impurities of several commercially available L-amino acid methyl esters were found to be 0.03–0.58%, whereas chemical impurities as the corresponding racemic acids present in the same analytes were found to be 0.13–13.62%. This developed analytical method will be useful for the determination of chemical and enantiomeric purity of α-amino acids and/or esters as N-FMOC derivatives using amylose-derived CSPs.

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

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.

Modulating OxyB-Catalyzed Cross-Coupling Reactions in Vancomycin Biosynthesis by Incorporation of Diverse d -Tyr Analogues

We report a general method for synthesizing diverse d-Tyr analogues, one of the constituents of the antibiotic vancomycin, using a Negishi cross-coupling protocol. Several analogues were incorporated into the vancomycin substrate-peptide and reacted with

An α-formylglycine building block for Fmoc-based solid-phase peptide synthesis

(Chemical Equation Presented) Nearly all known sulfatases share a common active site modification that is required for their activity: conversion of cysteine to α-formylglycine. We report the synthesis of an α-formylglycine building block suitable for Fmo

Synthesis of a chiral precursor for no-carrier-added (NCA) PET tracer 6- [18F]fluoro-L-dopa based on regio- and enantioselective alkylation of 2,4- bis(chloromethyl)-5-iodoanisole

(2S,5S)-5-(3-Formyl-6-iodo-4-methoxybenzyl)-1-t-butoxycarbonyl-2-t- butyl-3-methyl-4-imidazolidinone (11), a chiral intermediate towards NCA PET tracer 6-[18F]fluoro-L-dopa (1), was synthesized from 3-iodoanisole in four steps. 3-Iodoanisole was first bischloromethylated to 2,4-bis(chloromethyl)- 5-iodoanisole (14). Regio- and enantio-selective alkylation of 14 with (S)-1- (t-butoxycarbonyl)-2-t-butyl-3-methyl-4-imidazolidinone (12) afforded 33, which was then hydrolyzed and oxidized to the desired intermediate 11.