15721-22-9

Usage

Uses

Used in Pharmaceutical Industry:
2,2-Dimethylvaleroyl chloride is used as a reagent in the synthesis of pharmaceuticals for its high reactivity with nucleophiles, enabling the creation of a wide range of medicinal compounds.
Used in Agrochemical Industry:
In the agrochemical sector, 2,2-Dimethylvaleroyl chloride is utilized as a reagent in the production of agrochemicals, contributing to the development of various agricultural products.
Used in Organic Synthesis:
2,2-Dimethylvaleroyl chloride is used as a versatile building block in organic synthesis for its ability to participate in a broad spectrum of chemical reactions, facilitating the formation of esters, amides, and ketones.

InChI:InChI=1/C7H13ClO/c1-4-5-7(2,3)6(8)9/h4-5H2,1-3H3

Upstream product

• 1185-39-3 2,2-dimethyl-n-valeric acid 

Downstream Products

• 13146-45-7 2,2-Dimethyl-valeryl-ureid 
• 25228-47-1 2,2-Dimethyl-pentanoic acid (3-propionylamino-phenyl)-amide 
• 804451-41-0 2,2-dimethyl-pentanoic acid N'-(2-hydroxy-1-methyl-2-phenyl-ethyl)-N'-methyl-hydrazide 
• 59518-03-5 2,2-Dimethyl-pentanoic acid [3-(2,2-dimethyl-pentanoylamino)-2-methyl-phenyl]-amide 
• 6079-53-4 2,2-Dimethyl-pentanoic acid (3-chloro-4-nitro-phenyl)-amide 
• 10023-87-7 N-(2,2-Dimethyl-valeryl)-4-nitro-3-trifluormethyl-anilin 
• 25228-48-2 2,2-Dimethyl-pentanoic acid [3-(2,2-dimethyl-propionylamino)-phenyl]-amide 
• 57540-43-9 2,2-Dimethyl-pentanoic acid 4-(2-tert-butylamino-acetyl)-2-hydroxy-phenyl ester 
• 25218-50-2 2,2-Dimethyl-pentanoic acid (3-phenylacetylamino-phenyl)-amide 
• 25228-24-4 2,2-Dimethyl-pentanoic acid [3-(3-isopropyl-ureido)-phenyl]-amide 
• 25228-23-3 2,2-Dimethyl-pentanoic acid [3-(3-propyl-ureido)-phenyl]-amide 
• 25304-25-0 2,2-Dimethyl-pentanoic acid [3-(3-allyl-ureido)-phenyl]-amide 
• 25228-25-5 2,2-Dimethyl-pentanoic acid [3-(3-butyl-ureido)-phenyl]-amide 
• 25228-26-6 2,2-Dimethyl-pentanoic acid [3-(3-cyclohexyl-ureido)-phenyl]-amide 

Relevant academic research and scientific papers

LONG-ACTING CONTRACEPTIVE AGENTS: ESTER OF NORETHISTERONE WITH α- AND/OR β-CHAIN BRANCHING

The synthesis of eighteen esters of norethisterone (17α-ethynyl-17β-hydroxyestr-4-en-3-one) is described.These all possess some form of α- and/or β-substitution in the ester side-chain.The work was undertaken in order to evaluate any long-acting fertility control effect intrinsic in such compounds.A pentamethyl disiloxy ether was also included in the group of substances prepared for testing because of its similar substitution pattern.

Dynamically stable helices of poly(N-propargylamides) with bulky aliphatic groups

N-Propargylamides with bulky pendent groups [HC≡CCH2NHCOR, 9: R = CH2C(CH3)3, 10: R=C(CH 3)3 11: R = C(CH3)2CH 2CH2CH3,12: R = CH(CH2CH 3)2, 13: R = CH(CH2CH2CH 3)2] were polymerized with a rhodium catalyst, (nbd)Rh+B-(C8H5)4 (nbd = 2,5-norbornadiene), to obtain the polymers in 80-92% yields. Poly(11) and poly(12) possessed moderate molecular weights (Mn ≥ 10 000) and were totally soluble in a few solvents including chloroform. On the other hand, the Mn values of poly(9), poly(10), and poly(13) were no more than 5000, and these polymers were not completely soluble in any solvents. The conformational transition behavior of these polymers was examined by temperature-variable UV-vis spectroscopy in chloroform solution, which revealed that poly(10) - poly(13) could form dynamically stable helical conformation even at 60°C. By copolymerizations of monomers 9 and 10 with monomer 4, HC≡CCH2NHCO(CH2)4H, the solubility of the polymers was effectively improved and almost all the copolymers totally dissolved in chloroform, while the molecular weights of the copolymers increased up to 18 600-45 000. Moreover, the helix contents of poly(40.63-co- 90.37) and poly(40.40-co-100.60) were the highest among the two series of (co)polymers, respectively. It is concluded that the copolymerization of 9 and 10 with 4 effectively decreased the steric repulsion between the crowded side chains, which probably allowed the copolymers to take helical conformation efficiently.

Pd/Cu-Catalyzed Cascade C(sp3)-H Arylation and Intramolecular C-N Coupling: A One-Pot Synthesis of 3,4-2 H-Quinolinone Skeletons

In this letter, we successfully explored a cascade Pd/Cu-catalyzed intermolecular C(sp3)-H arylation of amides and intramolecular C-N coupling reaction. This method provides a one-pot strategy to synthesize 3,4-2H-quinolinone with good regioselectivity of C-H arylation and C-N coupling from C-I and C-X bonds from readily available starting materials.

COMPOSITIONS AND METHODS OF MAKING EXPANDED HEMATOPOIETIC STEM CELLS USING PTEN INHIBITORS

This invention is directed to, inter alia, compounds, methods, systems, and compositions for the maintenance, enhancement, and expansion of hematopoietic stem cells derived from sources of non-mobilized peripheral blood. Also provided herein are compounds of Formula I which are useful in maintaining, enhancing, and expanding of hematopoietic stem cells.

Copper(II)-mediated intermolecular amination of inert C(sp3)[sbnd]H bonds with simple alkylamines to construct α,α-disubstituted β-amino acid derivatives

Disclosed herein is a copper(II)-mediated chelation-assisted intermolecular amination of inert C(sp3)[sbnd]H bonds using simple alkylamines as the amino source. A straightforward and step-economic alternative to α,α-disubstituted β-amino acid derivatives is provided consequently. This reaction features good functional group tolerance and relatively broad substrate scope. Furthermore, a coupling product between morpholine and radical inhibitor 2,6-di-tert-butyl-p-cresol (BHT) was isolated, indicating that a single electron transfer (SET) process might be involved in this transformation.

Nickel-Catalyzed Aminoxylation of Inert Aliphatic C(sp3)-H Bonds with Stable Nitroxyl Radicals under Air: One-Pot Route to α-Formyl Acid Derivatives

Nickel-catalyzed aminoxylation of an unactivated C(sp3)-H bond with a stable nitroxyl radical has been accomplished for the first time to offer various N-alkoxyamine derivatives, which further enables a one-pot approach to α-formyl acid derivatives. The aminoxylation process reported also provides direct evidence for the oxidative addition of a cyclometallic intermediate with a free radical, which is helpful for the reaction-mechanism study in transition-metal-catalyzed functionalization of inert C(sp3)-H bonds.

Nickel-Catalyzed oxidative coupling of unactivated C(sp3)-H bonds in aliphatic amides with terminal alkynes

In this work, we demonstrated Ni-catalyzed oxidative coupling of unactivated C(sp3)-H bonds with terminal alkynes for construction of C(sp3)-C(sp) bonds to synthesize alkyl-substituted internal alkynes. Different amides exhibited good compatibility. Preliminary mechanistic studies were conducted to account for this alkynylation.

Copper(II)/Silver(I)-Catalyzed Sequential Alkynylation and Annulation of Aliphatic Amides with Alkynyl Carboxylic Acids: Efficient Synthesis of Pyrrolidones

A highly efficient protocol for the synthesis of pyrrolidones by the copper-catalyzed alkynylation/annulation of aliphatic amides with alkynyl carboxylic acids is discussed in this paper. A broad range of easily accessible alkynyl carboxylic acids were introduced at the β-methyl group of aliphatic amides with the assistance of an 8-aminoquinolyl auxiliary group via decarboxylation to achieve the subsequent cyclic C-N bond formation within one hour. High selectivity of β-methyl groups over methylene groups was observed, and the extension of this catalytic system to the activation of methylene C-H bonds failed. The substrates with two different groups at the α-position of the aliphatic amides lead to the formation of diastereoisomers which is determined by 1H NMR spectroscopy. The initially produced products with Z-configurations can be easily transformed to the corresponding products with E-configurations by the treatment with dilute p-toluenesulfonic acid after the reaction. This catalytic tandem decarboxylative cyclization provides a new opportunity for the direct functionalization of sp3 C-H bonds.

Nickel-catalyzed direct thioetherification of β-C(sp3)-H bonds of aliphatic amides

The nickel-catalyzed β-thioetherification of unactivated C(sp3)-H bond of propionamides is established with the assistance of 8-aminoquinoline auxiliary, leading to the β-thio carboxylic acid derivatives. A broad range of functional groups is compatible with this thioetherfication reaction. The process represents the first successful example of metal-catalyzed C-S bond formation from unactivated C(sp3)-H bonds.

Copper-mediated aryloxylation and vinyloxylation of β-C(sp3)-H bond of propionamides with organosilanes

A novel copper-mediated method for the aryloxylation and vinyloxylation of β-C(sp3)-H bonds of propioamides with organosilanes is described. The reaction proceeds with the assistance of an 8-aminoquinolyl auxiliary in a tandem way by the first oxidation of β-C(sp3)-H bonds and subsequent arylation/vinylation to give the aryloxylation/vinyloxylation products. This unusual aryloxy/vinyloxy forming reaction offers a new avenue for the functionalization of unactivated sp3 C-H bonds in organic synthesis.