2412-80-8

Usage

Uses

Used in Flavor Industry:
FEMA 2721 is used as a flavoring agent for its sweet, pineapple-like taste, adding a fruity and pleasant aroma to various food and beverage products.
Used in Fragrance Industry:
FEMA 2721 can be used as a component in the creation of fragrances, taking advantage of its sweet and fruity characteristics to enhance the overall scent profile of perfumes, colognes, and other scented products.
Used in Cosmetic Industry:
The pleasant and fruity aroma of FEMA 2721 can be utilized in the cosmetic industry to add a desirable scent to products such as lotions, creams, and body care items.
Used in Pharmaceutical Industry:
FEMA 2721 may be employed in the pharmaceutical industry to mask unpleasant tastes in medications, improving the overall patient experience and compliance with medication regimens.

Preparation

From isocapric acid and methanol at the boil in the presence of H2SO4

InChI:InChI=1/C7H14O2/c1-6(2)4-5-7(8)9-3/h6H,4-5H2,1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 646-07-1 4-Methylpentanoic acid 
• 67-56-1 methanol 
• 83594-04-1 4-methylpentanoic anhydride 
• 27126-76-7 [hydroxy(tosyloxy)iodo]benzene 
• 513-35-9 2-methyl-but-2-ene 
• 201230-82-2 carbon monoxide 
• 504-60-9 penta-1,3-diene 
• 38136-29-7 4-methylvaleroyl chloride 
• 35070-57-6 isopentylmercury ⁽¹⁺⁾; bromide 
• 75917-29-2 2-propylazodiphenylmethanol 
• 292638-85-8 acrylic acid methyl ester 
• 88738-28-7 ((E)-1-Methoxy-4-methyl-pent-1-enylsulfanyl)-benzene 
• 62021-34-5 3-Cyclopropyl-propionic acid methyl ester 

Downstream Products

• 140157-44-4 4-methylpentanehydrazide 
• 1647153-61-4 (2S,3S)-N-(benzyloxycarbonyl)-O-(6'-methylheptanoyl)-3-hydroxyleucine benzyl ester 
• 626-88-0 1-bromo-5-methylpentane 
• 186602-92-6 4-Methyl-2-(2-tritylsulfanyl-acetyl)-pentanoic acid methyl ester 
• 626-89-1 4-Methyl-1-pentanol 

Relevant academic research and scientific papers

Iron-catalysed 1,2-aryl migration of tertiary azides

1,2-Aryl migration of α,α-diaryl tertiary azides was achieved by using the catalytic system of FeCl2/N-heterocyclic carbene (NHC) SIPr·HCl. The reaction generated aniline products in good yields after one-pot reduction of the migration-resultant imines.

Toward the development of efficient and stable Pd-catalysts for the methoxycarbonylation of medium chain alkenes

Methoxycarbonylation provides a one-step synthesis to valuable ester products utilised in both the fine and heavy chemical industry. However, in general, reaction rates for longer chain alkenes are poor which renders industrial implementation economical unviable. In cases where suitable rates are achieved, the requisite reagents are costly and in addition, the catalyst complexes readily decompose at elevated temperatures. This paper describes the use of an alternative ligand structural motif for the efficient methoxycarbonylation of terminal and internal medium chain alkenes to their corresponding esters. Promising results were obtained using a catalyst complex generated in situ from an unsymmetrical diphosphine ligand based on a ferrocene backbone, Pd(OAc)2 and methane sulfonic acid.

Three step auto-tandem catalysed hydroesterification: Access to linear fruity esters from piperylene

A convenient and selective access to saturated hexanoic esters via hydroesterification of piperylene with synthesis gas and methanol is presented. This is the first three step auto-tandem hydroesterification, which is 100% atom economic proceeding under mild conditions. Our optimisations revealed Pd2(dba)3/1,2-dtbpmb as the best catalytic system. Besides, the reaction also tolerates several alcohols, which offers a broad range of fruity esters. In addition, we present insights into the reaction sequence, investigating whether the reaction proceeds via two- or three-step reaction cascade.

Silver-mediated oxidative aliphatic C-H trifluoromethylthiolation

The first example of a practical and direct trifluoromethylthiolation reaction of unactivated aliphatic C-H bonds employs a silver-based reagent. The reaction is operationally simple, scalable, and proceeds under aqueous conditions in air. Furthermore, its broad scope and good functional-group compatibility were demonstrated by applying this method to the selective trifluoromethylthiolation of natural products and natural-product derivatives.

Amino acid motifs in natural products: Synthesis of O-acylated derivatives of (2S,3S)-3-hydroxyleucine

(2S,3S)-3-Hydroxyleucine can be found in an increasing number of bioactive natural products. Within the context of our work regarding the total synthesis of muraymycin nucleoside antibiotics, we have developed a synthetic approach towards (2S,3S)-3- hydroxyleucine building blocks. Application of different protecting group patterns led to building blocks suitable for C- or N-terminal derivatization as well as for solid-phase peptide synthesis. With respect to according motifs occurring in natural products, we have converted these building blocks into 3-O-acylated structures. Utilizing an esterification and cross-metathesis protocol, (2S,3S)-3-hydroxyleucine derivatives were synthesized, thus opening up an excellent approach for the synthesis of bioactive natural products and derivatives thereof for structure activity relationship (SAR) studies.

Efficient three-step sequence for the deamination of α-aminoesters. Application to the synthesis of CysLT1 antagonists

A practical and efficient three-step sequence for the deamination of α-aminoesters is reported. This method is based on the NaBH4-mediated selective reduction of α-diazoesters to α-hydrazonoesters and has been successfully applied to the deamin

Functionalization of carboxylic anhydrides at α-carbon with hypervalent iodine reagents: One-pot conversion of anhydrides to 2-sulfonyloxycarboxylate esters

The treatment of carboxylic anhydrides with iodine(III) sulfonate reagents at ca. 100°C and esterification of the reaction mixtures with MeOH/TsOH·H2O affords 2-sulfonyloxycarboxylate esters. This is consistent with enolic behavior in the anhyd

IMPROVED SYNTHESIS OF ALIPHATIC KETONES BY THE REACTION OF ALKYLMERCURIC BROMIDES WITH NICKEL CARBONYL IN THE PRESENCE OF POTASSIUM IODIDE

An improved and convenient procedure for symmetrical aliphatic ketone synthesis is described, which employs the reaction of alkylmercuric bromides with nickel carbonyl in the presence of potassium iodide.