6704-50-3

Basic information

• Product Name: (4R)-Abieta-7,13-dien-18-al
• Synonyms: (4R)-Abieta-7,13-dien-18-al;abietal
• CAS NO: 6704-50-3
• Molecular Formula: C₂₀H₃₀O
• Molecular Weight: 286.4516
• Mol File: 6704-50-3.mol

Chemical Properties

• Melting Point: 45-48 °C
• Boiling Point: 393.2°C at 760 mmHg
• Flash Point: 141.4°C
• Appearance: /
• Density: 0.99g/cm³
• Vapor Pressure: 2.17E-06mmHg at 25°C
• Refractive Index: 1.525
• CAS DataBase Reference: (4R)-Abieta-7,13-dien-18-al(CAS DataBase Reference)
• NIST Chemistry Reference: (4R)-Abieta-7,13-dien-18-al(6704-50-3)
• EPA Substance Registry System: (4R)-Abieta-7,13-dien-18-al(6704-50-3)

Safety Data

• Hazardous Substances Data: 6704-50-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(4R)-Abieta-7,13-dien-18-al is used as an active pharmaceutical ingredient for its potential therapeutic effects. (4R)-Abieta-7,13-dien-18-al's unique structure allows it to interact with specific biological targets, making it a promising candidate for the development of new drugs.
Used in Cosmetics Industry:
In the cosmetics industry, (4R)-Abieta-7,13-dien-18-al is used as an additive for its potential skin care benefits. (4R)-Abieta-7,13-dien-18-al's ability to interact with biological molecules may contribute to improved skin health and appearance.
Used in Chemical Synthesis:
(4R)-Abieta-7,13-dien-18-al serves as a key intermediate in the synthesis of various complex organic compounds. Its unique structure makes it a valuable building block for creating novel molecules with specific properties and applications.
Used in Research and Development:
As a novel compound with unique properties, (4R)-Abieta-7,13-dien-18-al is used in research and development to explore its potential applications and to better understand its interactions with biological systems. This knowledge can lead to the discovery of new uses and the development of innovative products in various industries.

InChI:InChI=1/C20H30O/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h7,12-14,17-18H,5-6,8-11H2,1-4H3/t17-,18-,19-,20+/m0/s1

Upstream product

• 666-84-2 abietinol 
• 97640-46-5 levopimaradien-18-ol 
• 514-10-3 abietic acid 
• 127-25-3 methyl abietate 

Downstream Products

• 19407-28-4 ar-abietatriene 
• 35241-40-8 (4aS,10aS)-7-isopropyl-1,1,4a-trimethyl-1,2,3,4,4a,4b,5,6,10,10a-decahydrophenanthrene 
• 7381-23-9 abietadien-(7,13)-al-⁽¹⁸⁾-semicarbazone 

Relevant articles and documents

Reduction of N,N-Dimethylcarboxamides to Aldehydes by Sodium Hydride–Iodide Composite

A new and concise protocol for selective reduction of N,N-dimethylamides into aldehydes was established using sodium hydride (NaH) in the presence of sodium iodide (NaI) under mild reaction conditions. The present protocol with the NaH-NaI composite allows for reduction of not only aromatic and heteroaromatic but also aliphatic N,N-dimethylamides with wide substituent compatibility. Retention of α-chirality in the reduction of α-enantioriched amides was accomplished. Use of sodium deuteride (NaD) offers a new step-economical alternative to prepare deuterated aldehydes with high deuterium incorporation rate. The NaH-NaI composite exhibits unique chemoselectivity for reduction of N,N-dimethylamides over ketones.

Synthesis and biological evaluation of abietic acid derivatives

A series of C18-oxygenated derivatives of abietic acid were synthesized and evaluated for their cytotoxic, antimycotic, and antiviral activities. In general, the introduction of an aldehyde group at C18 did improve the resultant bioactivity, while the presence of an acid or alcohol led to less active compounds.

Synthesis and characterization of abietadiene, levopimaradiene, palustradiene, and neoabietadiene: Hydrocarbon precursors of the abietane diterpene resin acids

The abietane diterpenes - abietadiene, levopimaradiene, palustradiene, and neoabietadiene (1b-4b) - were prepared from the corresponding resin acids by diazomethane esterifications, LiAlH4 reductions, tosylations, and Zn/NaI reductions. Abietadiene was also obtained less efficiently by catechol borane reduction of abietadienal tosylhydrazone and Li/NH3 reduction of its 18-phenylthio derivative. These conjugated dienes were characterized by chromatographic properties (HPLC, TLC, GC), MS fragmentation patterns, optical rotations, and UV, IR, 1H NMR, and 13C NMR data. Assignments for the 1H and 13C NMR spectra were made by COSY, DEPT, HMQC, HMBC, NOE data, H-H coupling analysis, and comparisons with literature data. The four diterpenes were identified as cyclization products of recombinant abietadiene synthase, supporting their likely role in the biosynthesis of the abietane resin acids in conifer oleoresin.

Conversion of Abietic Acid into Analogues of Ambergris Odorants

The conversion of methyl abietate (16) into (42) and (43), analogues of the known amber odorants (1) and (2), is reported.