56151-64-5

Basic information

• Product Name: [1R(1alpha,4abeta,4balpha,10aalpha)]-1,2,3,4,4a,4b,5,6,10,10a-decahydro-7-isopropyl-1,4a-dimethylphenanthren-1-carbonyl chloride
• Synonyms: [1R(1alpha,4abeta,4balpha,10aalpha)]-1,2,3,4,4a,4b,5,6,10,10a-decahydro-7-isopropyl-1,4a-dimethylphenanthren-1-carbonyl chloride;(1R)-1,2,3,4,4a,4bα,5,6,10,10aα-Decahydro-1β,4aβ-dimethyl-7-isopropyl-1α-phenanthrenecarboxylic acid chloride;(1R(1alpha,4Abeta,4balpha,10aalpha))-1,2,3,4,4A,4B,5,6,10,10A-decahydro-7-isopropyl-1,4A-dimethylphenanthren-1-carbonyl chloride;Einecs 260-024-4
• CAS NO: 56151-64-5
• Molecular Formula: C₂₀H₂₉ClO
• Molecular Weight: 320.89666
• EINECS: 260-024-4
• Mol File: 56151-64-5.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 406.3°Cat760mmHg
• Flash Point: 252.5°C
• Appearance: /
• Density: 1.07g/cm³
• CAS DataBase Reference: [1R(1alpha,4abeta,4balpha,10aalpha)]-1,2,3,4,4a,4b,5,6,10,10a-decahydro-7-isopropyl-1,4a-dimethylphenanthren-1-carbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: [1R(1alpha,4abeta,4balpha,10aalpha)]-1,2,3,4,4a,4b,5,6,10,10a-decahydro-7-isopropyl-1,4a-dimethylphenanthren-1-carbonyl chloride(56151-64-5)
• EPA Substance Registry System: [1R(1alpha,4abeta,4balpha,10aalpha)]-1,2,3,4,4a,4b,5,6,10,10a-decahydro-7-isopropyl-1,4a-dimethylphenanthren-1-carbonyl chloride(56151-64-5)

Safety Data

• Hazardous Substances Data: 56151-64-5(Hazardous Substances Data)

Usage

Description

[1R(1alpha,4abeta,4balpha,10aalpha)]-1,2,3,4,4a,4b,5,6,10,10a-decahydro-7-isopropyl-1,4a-dimethylphenanthren-1-carbonyl chloride is a complex organic compound belonging to the class of carbonyl chlorides. It is derived from phenanthrene and features a carbonyl group, a chlorine atom, and a large cyclic carbon framework. The presence of isopropyl and dimethyl substituents on the phenanthrene framework indicates potential reactivity and selectivity in chemical reactions, making it a compound of interest for various applications in organic chemistry.

Uses

Used in Organic Synthesis:
[1R(1alpha,4abeta,4balpha,10aalpha)]-1,2,3,4,4a,4b,5,6,10,10a-decahydro-7-isopropyl-1,4a-dimethylphenanthren-1-carbonyl chloride is used as a building block in organic synthesis for the formation of new carbon-carbon or carbon-heteroatom bonds. Its unique structure and functional groups allow for the creation of a variety of complex molecules.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, [1R(1alpha,4abeta,4balpha,10aalpha)]-1,2,3,4,4a,4b,5,6,10,10a-decahydro-7-isopropyl-1,4a-dimethylphenanthren-1-carbonyl chloride can be used as a starting material for the development of new pharmaceutical compounds. Its structural features may contribute to the design of novel drugs with specific biological activities.
Used in Materials Science:
[1R(1alpha,4abeta,4balpha,10aalpha)]-1,2,3,4,4a,4b,5,6,10,10a-decahydro-7-isopropyl-1,4a-dimethylphenanthren-1-carbonyl chloride may also find applications in materials science, where its unique properties could be exploited to create new materials with tailored characteristics. The potential for selective reactivity and the presence of various functional groups make it a promising candidate for the development of advanced materials.
Used in Chemical Research:
[1R(1alpha,4abeta,4balpha,10aalpha)]-1,2,3,4,4a,4b,5,6,10,10a-decahydro-7-isopropyl-1,4a-dimethylphenanthren-1-carbonyl chloride can be utilized in chemical research to study reaction mechanisms, explore new synthetic routes, and investigate the properties of related compounds. Its complex structure and potential reactivity make it an interesting subject for scientific inquiry.

Upstream product

• 514-10-3 abietic acid 

Downstream Products

• 1182233-33-5 C₂₆H₂₉F₅O₂ 
• 631-71-0 ethyl abietate 

Relevant articles and documents

Triterpene and diterpene inhibitors of pyruvate dehydrogenase kinase (PDK)

Several oximes of triterpenes with a 17-β hydroxyl and abietane derivatives are inhibitors of pyruvate dehydrogenase kinase (PDK) activity. The oxime 12 and dehydroabietyl amine 2 exhibit a blood glucose lowering effect in the diabetic ob/ob mouse after a single oral dose of 100 μmol/kg. However, the mechanism of the blood glucose lowering effect is likely unrelated to PDK inhibition.

A new organocatalyst derived from abietic acid and 4-hydroxy-l-proline for direct asymmetric aldol reactions in aqueous media

Enantioselective direct aldol reactions were carried out in aqueous media with a new organocatalyst that was derived from 4-hydroxy-l-proline and abietic acid via a simple and convenient synthetic protocol with a high overall yield (75%). The new organocatalyst was used for aldol reactions between substituted aromatic aldehydes and various ketones in the presence of several acid additives in aqueous media. The corresponding aldol products were obtained in high isolated yields (up to 99%) and with high anti-diastereoselectivities (up to 94%) and enantioselectivities (>99.9%). The catalyst loading can be efficiently reduced to only 1 mol %. The aldol reactions were found to be extremely fast which is very unusual in organocatalyzed reactions in water.

Diterpenoid carboxylic acid anhydrides of the abietane, pimarane, and isopimarane series

Methods were developed for preparation of diterpenoid carboxylic acid anhydrides of the abietane, pimarane, and isopimarane series, the corresponding mixed anhydrides, and mixed anhydrides derived from resin acids and organic or inorganic acids. The resulting anhydrides sharply differ from the parent acids in physical properties; their thermal reactions and isomerizations and the rates of formation and hydrolysis were studied. The data obtained were used to develop new procedures for separation of anhydride mixtures into pure components. Reactions of abietic anhydride with some nucleophilic reagents gave the corresponding esters, ketones, amides, etc. Commercial samples of pine wood resins (gum rosin and tallic rosin) were shown to contain a small amount (0.2%) of diterpenoid anhydride mixtures.