Propanephosphonic acid anhydride T3P — As a more environmentally friendly coupling reagent for SPPS, T3P has been introduced. In this work, several peptides were synthesised with efficient conversion yields. The investigation is motivated by the health and environmental risks linked to commonly used coupling reagents.
What is the use of T3P Reagent?
Although amidation and peptide coupling reactions are the main uses for T3P®, this environmentally friendly reagent can also be applied to a wide range of other functional group transformation reactions, such as the formation of nitrile from carboxamides, alcohol oxidation (Swern type oxidation), ester formation, and Lossen rearrangement. [ Propanephosphonic acid anhydride T3P]
The most common response in the pharmaceutical context is amidation, which is receiving more attention as a result of the rising need for therapeutic peptides.
Peptides are in a prominent position in the pharmaceutical industry due to their high therapeutic efficacy and safety profile, as seen by the numerous regulatory agency approvals they receive each year.
In light of this, there is an increased need to create effective peptide synthesis methodologies. Propylphosphonic anhydride (T3P®) has not been used in solid-phase peptide synthesis (SPPS), despite being suggested lately as a green coupling reagent and shown good performance in solution.
Here, we put T3P® for SPPS to the test. The mild activation technique produced satisfactory yields. Tested and found to be compatible with this coupling reagent were several green solvents.
Many frequently used chemicals can explode in specific circumstances or trigger allergic responses. To solve these problems, we suggest T3P® as a possible substitute coupling reagent in SPPS.
T3P Supporting Information [Propanephosphonic acid anhydride T3P]
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What is the form of T3P?
T3P is a six-membered cyclic anhydride that is linked to oxygen and phosphorus atoms in turn. Trimer 9 (Scheme 1) is cyclized to obtain it. Because of the ring’s -P-O-P- bonds’ ease of manipulation, T3P reacts more readily with a variety of nucleo-files.
What is the CAS of 1 Propylphosphonic anhydride?
Peptide synthesis and the one-pot conversion of carboxylic acids into hydroxamic acids both employ propylphosphonic anhydride solution. carboxyl group activation for peptide coupling and hydroxyamidation. The solution of propylphosphonic anhydride catalyzes the synthesis of organic molecules.
What is the CAS number of 68957 94 8?
The chemical name of propyl phosphonic anhydride (50 weight per cent ethyl acetate) is 68957–94–8. [ Propanephosphonic acid anhydride T3P]
How do you quench T3P?
As the reaction was finishing, T3P (50% w/w solution in ethyl acetate, 0.612 mL, 1.03 mmol, 1.5 eq) was added dropwise and the reaction mixture was agitated for 15 minutes. To stop the reaction and extract the last of the piperidine from the mixture, 3M HCl (3 mL) was added.
What is Lawesson’s reagent used for?
Lawesson’s reagent is mostly used for the thiolation of carbonyl compounds. Lawesson’s reagent, for example, can change a carbonyl into a thiocarbonyl. Lawesson’s reagent has also been used to thionate lactones, esters, amides, lactams, quinones, and enones.
What is the solubility of Propylphosphonic anhydride?
In dichloromethane, dioxane, THF, DMF2, and any other polar, aprotic organic solvent (e.g., N-methyl-2-pyrrolidinone) in different ratios, it is soluble to a degree of greater than 50%.
Structure Commercially accessible; supplied as a 50% (w/w) solution in DMF, ethyl acetate, butyl acetate, or dichloromethane.
What is the structure of the T3P reagent?
The anhydride of propane phosphonic acid is called propane phosphonic acid anhydride (PPAA, T3P). Its structure is a cyclic trimer, with propyl groups and extra oxygens connected to a core of phosphorus and oxygen.
What is CAS no acetic anhydride?
Acetic anhydride, CAS number: 108–24–7, is 100042. [Propanephosphonic acid anhydride T3P]
What is the CAS number of ingredients?
A CAS Registry Number is a distinct and unambiguous identification for a particular substance that facilitates communication and connects all available information and research about that drug-with the assistance of CAS scientists-into one cohesive whole.
What is the composition of the CAS number?
A CAS Registry Number is a string of numbers that is split into three sections by hyphens and can have up to ten digits. A check digit, located at the rightmost digit, is employed to confirm the authenticity and singularity of the complete number. For instance, the CAS Registry Number for caffeine is 58–08–2.
What is the CAS number of a material?
Definition. For example, a CAS (Chemical Abstracts Service) Registry Number can be used to uniquely identify substances such as acetone and dimethyl ketone. This is an excellent concept in terms of inventory control and safety. [Propanephosphonic acid anhydride T3P]
Originally published at https://www.lifechempharma.com on December 11, 2023.
