595-29-9

Usage

Uses

Used in Pharmaceutical Industry:
(1R,3S)-(-)-CAMPHORIC ANHYDRIDE is used as a chiral building block for the synthesis of various pharmaceuticals. Its unique three-dimensional structure allows for the creation of enantiomerically pure compounds, which are essential in the development of effective and safe medications.
Used in Agrochemical Industry:
(1R,3S)-(-)-CAMPHORIC ANHYDRIDE is used as a chiral building block in the synthesis of agrochemicals. Its ability to create enantiomerically pure compounds contributes to the development of more effective and targeted pesticides and other agricultural products.
Used in Organic Chemistry Research:
(1R,3S)-(-)-CAMPHORIC ANHYDRIDE is used as a chiral auxiliary in asymmetric synthesis. Its unique structure aids researchers in developing new methods and techniques for the synthesis of enantiomerically pure compounds, which are crucial in various chemical and biological applications.
Used in Biological Activity Studies:
(1R,3S)-(-)-CAMPHORIC ANHYDRIDE is of research interest for its potential biological activity. Scientists are investigating its interactions with biological systems to explore its possible applications in medicine, agriculture, and other fields.

InChI:InChI=1/C10H14O3/c1-9(2)6-4-5-10(9,3)8(12)13-7(6)11/h6H,4-5H2,1-3H3/t6-,10?/m1/s1

Upstream product

• 91-22-5 quinoline 
• 560-07-6 (1S,3S)-(+)-1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid 
• 60-29-7 diethyl ether 
• 2767-84-2 Camphorquinone 
• 116940-86-4 3-chlorocarbonyl-2,2,3-trimethyl-cyclopentanecarboxylic acid methyl ester 
• 859939-25-6 3-chlorocarbonyl-1,2,2-trimethyl-cyclopentanecarboxylic acid methyl ester 
• 124-83-4 D-(+)-camphoric acid 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 368423-74-9 (1R)-cis-camphoric acid-3-ethyl ester 
• 69925-99-1 (1R)-1,2,2-trimethyl-cyclopentane-1r,3c-dicarboxylic acid-1-ethyl ester 
• 193280-15-8 (1R,3S)-(+)-camphoroyl difluoride 
• 64-19-7 acetic acid 

Downstream Products

• 1972-03-8 1,8,8-trimethyl-3-aza-bicyclo[3.2.1]octane-2,4-dione 
• 78808-24-9 (-)-(1R,3S)-1,2,2-trimethyl-3-<((S)-1-phenylethyl)carbamoyl>cyclopentane-1-carboxylic acid 
• 78854-42-9 (+)-(1R,3S)-1,2,2-trimethyl-3-<((R)-1-phenylethyl)carbamoyl>cyclopentane-1-carboxylic acid 
• 78808-22-7 (+)-(1R,3S)-1,2,2-trimethyl-3-<(phenylmethyl)carbamoyl>cyclopentane-1-carboxylic acid 
• 417727-64-1 3-(1H-benzimidazol-2-yl)-1,2,2-trimethyl-cyclopentanecarboxylic acid 
• 117772-57-3 (1R)-1,2,2-trimethyl-3c-phenylcarbamoyl-cyclopentane-r-carboxylic acid ; (d-camphoric acid )-α-anilide 
• 7124-20-1 2,4-dimethyl-cyclohexanecarboxylic acid 
• 461388-99-8 (1R,5S)-1,8,8-trimethyl-4,4-diphenyl-3-oxabicyclo[3.2.1]octan-2-one 
• 78808-26-1 (+)-(1S,3R)-2,2,3-trimethyl-3-<(phenylmethyl)carbamoyl>cyclopentane-1-carboxylic acid 
• 103781-10-8 (1R,3S)-1,2,2-trimethyl-N-(phenylmethyl)cyclopentane-1,3-dicarboximide 

Relevant academic research and scientific papers

Synthesis of cyclic D-(+)-camphoric acid imides and study of their antiviral activity

[Figure not available: see fulltext.] Several D-(+)-camphoric acid imides, not previously described in the literature, were synthesized with good yields. The synthesis of previously known imides was improved. The cytotoxicity and antiviral activity of all synthesized imides were studied.

Camphor acid acylhydrazone derivative as well as preparation method and application thereof (by machine translation)

The invention discloses a camphor acid-based acylhydrazone derivative and a preparation method thereof as, well as a preparation method and application of the derivative of the camphor acid-based acylhydrazone derivative (I) as shown: in the following formula (I). The derivative of, R (I) the present, invention is obtained by the, acylation of, camphor acid serving as a raw, 2,3 - material in, 2,6 - the, 2,4 - presence of camphor, 2,5 - acid as a raw material and, 3,4 - then dehydration to, 3,5 - obtain camphor acid, as a, raw material, and then acylation is. carried out with, hydrazine hydrate. NThe novel five-membered, heterocyclic camphor acid-based acylhydrazone derivatives can be used for synthesizing the novel five-membered heterocyclic camphor acid-based acylhydrazone derivatives as a novel; five-membered heterocyclic camphor acid-based acylhydrazone derivative in the catalysis of, an acid catalyst to form a novel five-membered, heterocyclic camphor acid,based acylhydrazone. derivative. (by machine translation)

Composition comprising camphoric acid derivative and application of composition in cosmetics

The invention provides a composition containing a camphoric acid derivative and application of the composition in cosmetics, and belongs to the technical field of cosmetics. A preparation method of the camphoric acid derivative comprises the following steps: converting camphoric acid into camphoric anhydride, and carrying out N-acylation reaction on the camphoric anhydride and amino acid, and synthesizing to obtain the camphoric acid derivative. The invention also discloses application of the composition containing the camphoric acid derivative in cosmetics. According to the preparation methodof the camphoric acid derivative, the amino acid is introduced into a camphoric acid molecular skeleton, water solubility and cell permeability of camphoric acid can be effectively changed, a novel camphoric acid-based bioactive compound is synthesized, the obtained camphoric acid derivative has a good protection effect on ESF-1 cell senescence caused by UV damage, and skin lesion such as skin thickening and wrinkle generation caused by UV irradiation can be improved.

BENZAMIDE IMIDAZOPYRAZINE BTK INHIBITORS

Provided are Bruton's Tyrosine Kinase (Btk) inhibitor compounds according to Formula I, pharmaceutically acceptable salts thereof, pharmaceutical compositions thereof, or their use in therapy.

Modified McFadyen-Stevens reaction for a versatile synthesis of aliphatic/aromatic aldehydes: Design, optimization, and mechanistic investigations

The traditional McFadyen-Stevens reaction requires harsh alkaline reaction conditions, thus precluding application to the synthesis of aliphatic aldehydes. Our modified McFadyen-Stevens reaction enables the transformation from the N,N-acylsulfonyl hydrazine to the corresponding aldehyde upon treatment with an imidazole-TMS imidazole combination without relying on oxidative or reductive reagents. The reduced basicity and in situ protection of the resulting aldehyde widens the substrate scope to include aliphatic aldehydes, even ones bearing an α-hydrogen atom. Close examination of the side reactions for particular substrates in combination with theoretical considerations via DFT calculations led to a mechanistic understanding of the McFadyen-Stevens reaction involving an acyl diazene and a hydroxy carbene as reasonable intermediates.

Total synthesis of a possible specific and effective acid-targeted cancer diagnostic, a camphor derived bis-N-oxide dimer

Possible specific and effective acid-targeted cancer diagnostics and therapeutics, a camphor derived bis-N-oxide dimer was synthesized in 12-steps from commercially available (+)-camphoric acid and seven-steps from a common intermediate, a camphor derived primary amine.

Synthesis of d-camphor based γ-amino acid (1S,3R)-3-amino-2,2,3-trimethylcyclopentane carboxylic acid

Synthesis of a γ-amino acid derived from (1R,3S)-camphoric acid is described. d-(+)-Camphoric anhydride, prepared from d-(+)-camphoric acid by treatment with methanesulfonyl chloride and triethylamine, was reacted with benzyl alcohol and catalytic DMAP, and subsequently reacted in a Curtius rearrangement to afford the corresponding carbamate derivative. This derivative was converted to the desired γ-amino acid through hydrogenolysis.

Activation of molecular oxygen and its use in stereoselective tetrahydrofuran-syntheses from δ,ε-unsaturated alcohols

Bishomoallylic alcohols (pent-4-en-1-ols) underwent efficient oxidative cyclizations, if treated with O2 and bis{2,2,2-trifluoromethyl-1- [(1R,4S)-1,7,7-trimethyl-2-(oxo-κO)bicyclo[2.2.1]hept-3-yliden] ethanolato-κO}cobalt(ii) in solutions of 2-propanol at 60 °C. Ring closures occurred diastereoselectively and afforded 2,3-trans- (96% de), 2,4-cis- (～60% de), and 2,5-trans-substituted (>99% de) (phenyl)tetrahydrofur-2-ylmethanols as major components. Formation of bicyclic compounds and a 2,3,4,5-substituted oxolane was feasible as exemplified by syntheses of oxabicyclo[4.3.0]nonylmethanols and a derivative of natural product magnosalicin in 61-72% (90-99% de). The effectiveness of tetrahydrofuran synthesis was critically dependent on (i) solvent, (ii) reaction temperature, (iii) initial cobalt concentration, (iv) chain length between hydroxyl and vinyl groups, and (v) substitution at reacting entities. A sequence is proposed for rationalizing observed selectivities.

Synthesis of 1,11,11-trimethyl-3,6-diazotricyclo [6.2.1.0 2,7]undeca-2,6-diene and 1,15,15-trimethyl-3,10-diazotetracyclo[10.2. 1.02,11.04,9]pentadeca-2,4(9),5,7,10-pentaene from camphoroquinone enantiomers

Optically active camphordihydro-2,3-pyrazine and camphorquinoxaline were prepared from camphoroquinone enantiomers. It was shown that (1S,4R)-(+)-camphoroquinone was formed by oxidation of (1S,3R, 4R)-(-)-3-bromocamphor and (1R,4S)-(-)-camphoroquinone from (1R,3S, 4S)-(+)-3-bromocamphor, respectively. Camphor anhydride was a side product (6-10%) of the reaction. Springer Science+Business Media, Inc. 2007.

Synthesis of camphoric anhydride via unsensitized photo-oxidation of camphorquinone

Camphorquinone undergoes a novel unsensitized photo oxidation in polar solvents such as alcohol under oxygen to give camphoric anhydride in 85% yield irradiated with a high-pressure mercury lamp. A possible mechanism is also presented in terms of results of experiment.