Description

[3S,8Aα,(-)]-1,2,3,7,8,8A-Hexahydro-5-Hydroxy-3α,6,8,8-Tetramethyl-4H-3Aβ,7β-Methanoazulene-4,9-Dione is a highly structured sesquiterpenoid derivative featuring a fused azulene-dione scaffold with multiple chiral centers and defined stereochemistry. This compound serves as a critical synthetic intermediate and structural motif in the development of bioactive molecules, particularly in fragrance chemistry and natural product-inspired pharmaceuticals. It is primarily utilized by research laboratories, fine chemical manufacturers, and specialty fragrance houses requiring high-purity, stereochemically authenticated building blocks for advanced organic synthesis and structure–activity relationship (SAR) studies.

Application

• Fine chemical intermediate for the synthesis of odorants and macrocyclic musk analogues
• Chiral scaffold in medicinal chemistry for probing terpenoid receptor interactions
• Reference standard in analytical method development (HPLC, GC-MS) for terpenoid metabolite profiling
• Substrate in asymmetric catalysis studies targeting C–H functionalization of polycyclic frameworks
• Key precursor in the total synthesis of complex azulene-containing natural products
• Tool compound for mechanistic enzymology studies involving terpene cyclases and oxidoreductases

Basic Information

Product Name	[3S,8Aα,(-)]-1,2,3,7,8,8A-Hexahydro-5-Hydroxy-3α,6,8,8-Tetramethyl-4H-3Aβ,7β-Methanoazulene-4,9-Dione
CAS No.	2211-21-4
Molecular Formula	C18H24O3
Molecular Weight	288.38 g/mol
Synonyms	α-Cedrene-5,6-diol; 5-Hydroxy-α-cedrane-4,9-dione; (-)-5-Hydroxycedrane-4,9-dione; Cedranolide; 5-Hydroxy-3α,6,8,8-tetramethyl-1,2,3,7,8,8a-hexahydro-4H-3aβ,7β-methanoazulene-4,9-dione; NSC 63138; EINECS 218-638-0; Cedrol-4,9-dione derivative
EINECS	218-638-0

Quality Control

Our products undergo rigorous quality testing to ensure compliance with industry standards. Certificates of Analysis (COA) are available upon request. All batches are verified for stereochemical integrity (chiral HPLC), identity (FT-IR, 1H/13C NMR), and purity (HPLC-UV at 210 nm and 254 nm). Testing adheres to ACS Reagent Grade specifications where applicable, and documentation supports REACH and ICH Q5/Q7 compliance for research-use applications.

Storage

Preserve in a tightly closed container, protected from light. Store at 15–25°C in a dry, well-ventilated area. Due to its light-sensitive nature, strict protection from all light exposure is required. Avoid contact with strong acid/organic solvent and fluoride/strong alkali environments.

Specification

Item	Specification
Appearance	Pale yellow to off-white crystalline powder
Odor	Characteristic woody-amber odor
Identification (IR)	Conforms to reference spectrum
Identification (HPLC)	Retention time matches certified reference standard
Assay (HPLC)	≥ 98.0%
Specific Rotation [α]D20	-42° to -48° (c = 1.0 in CHCl3)
Residue on Ignition	≤ 0.1%
Water (Karl Fischer)	≤ 0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.