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L-Threonine, O-methyl-N-[(phenylmethoxy)carbonyl]-, methyl ester is a complex organic compound with the chemical formula C14H19NO5. It is a derivative of the amino acid L-threonine, featuring a methyl group attached to the hydroxyl group, a phenylmethoxycarbonyl group protecting the amino group, and a methyl ester group replacing the carboxylic acid group. L-Threonine, O-methyl-N-[(phenylmethoxy)carbonyl]-, methyl ester is significant in the field of peptide synthesis, where it serves as a protected amino acid building block. The phenylmethoxycarbonyl (PMC) group is a temporary protecting group that shields the amino group during peptide bond formation, preventing unwanted side reactions. The methyl ester group is also a protecting group for the carboxylic acid, which can be removed under specific conditions to regenerate the free carboxylic acid, allowing for further reactions or the formation of peptides. L-Threonine, O-methyl-N-[(phenylmethoxy)carbonyl]-, methyl ester is crucial for the synthesis of peptides and proteins with specific sequences and properties, playing a vital role in research and development in biochemistry and pharmaceuticals.

4144-14-3

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4144-14-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4144-14-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,4 and 4 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4144-14:
(6*4)+(5*1)+(4*4)+(3*4)+(2*1)+(1*4)=63
63 % 10 = 3
So 4144-14-3 is a valid CAS Registry Number.

4144-14-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name Benzyloxycarbonyl-O-methyl-threonin-methylester

1.2 Other means of identification

Product number -
Other names -

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

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More Details:4144-14-3 SDS

4144-14-3Downstream Products

4144-14-3Relevant articles and documents

Synthesis of Nitriles from Aldoximes and Primary Amides Using XtalFluor-E

Keita, Massaba,Vandamme, Mathilde,Paquin, Jean-Fran?ois

, p. 3758 - 3766 (2015/11/28)

The dehydration reaction of aldoximes and amides for the synthesis of nitriles using [Et2NSF2]BF4 (XtalFluor-E) is described. Overall, the reaction proceeds rapidly (normally 1 h) at room temperature in an environmentally benign solvent (EtOAc) with only a slight excess of the dehydrating agent (1.1 equiv). A broad scope of nitriles can be prepared, including chiral nonracemic ones. In addition, in a number of cases, further purification of the nitrile after the workup was not required.

Anthranilimide-based glycogen phosphorylase inhibitors for the treatment of Type 2 diabetes: 2. Optimization of serine and threonine ether amino acid residues

Sparks, Steven M.,Banker, Pierette,Bickett, David M.,Clancy, Daphne C.,Dickerson, Scott H.,Garrido, Dulce M.,Golden, Pamela L.,Peat, Andrew J.,Sheckler, Lauren R.,Tavares, Francis X.,Thomson, Stephen A.,Weiel, James E.

scheme or table, p. 981 - 985 (2009/08/15)

Optimization of the amino acid residue of a series of anthranilimide-based glycogen phosphorylase inhibitors is described leading to the identification of serine and threonine ether analogs. t-Butylthreonine analog 20 displayed potent in vitro inhibition of GPa, low potential for P450 inhibition, and excellent pharmacokinetic properties.

Novel jadomycins: Incorporation of non-natural and natural amino acids

Jakeman, David L.,Farrell, Spring,Young, Wendy,Doucet, Rene J.,Timmons, Shannon C.

, p. 1447 - 1449 (2007/10/03)

Electrospray ionization mass spectrometry of extracts from Streptomyces venezuelae ISP5230 cultures grown on chemically synthesized non-natural l-amino acids, d-amino acids or any of the 20 natural amino acids demonstrated incorporation of the amino acid into a jadomycin B analogue.

Studies on 2-Aziridinecarboxylic Acid. VI. Synthesis of β-Alkoxy-α-Amino Acids via Ring-opening Reaction of Aziridine

Nakajima, Kiichiro,Neya, Masahiro,Yamada, Shinichi,Okawa, Kenji

, p. 3049 - 3050 (2007/10/02)

The reaction of aziridine derivatives having a urethane-type protecting group with several alcohols in the presence of boron trifluoride etherate afford the corresponding optically pure O-alkylserine and O-alkylthreonine derivatives via a ring-opening reaction of aziridine in good yield.

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