(+/-)-cis-6-Hydroxy-1-methylbicyclo[4.3.0]nonane-2,7-dione TCI H1318

Chemical Identity

CAS No.: 1192178-33-8
PubChem: CID 50996020·SID 125307735
Formula: C10H14O3
Molecular weight: 182.22 g/mol
Purity: >98.0%(GC)

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: (3aR,7aS)-7a-hydroxy-3a-methyl-3,5,6,7-tetrahydro-2H-indene-1,4-dione
SMILES: C[C@@]12CCC(=O)[C@@]1(CCCC2=O)O
InChIKey: CAYWOGVLFCOLCK-VHSXEESVSA-N

Rp 8.242.500,00

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(+/-)-cis-6-Hydroxy-1-methylbicyclo[4.3.0]nonane-2,7-dione, also known as the hydroxylated Hajos-Parrish framework, is a bicyclic building block carrying three oxygenated functional groups on a compact carbon skeleton. This racemic compound with cis configuration serves as a high-value intermediate in the total synthesis of complex compounds, particularly molecules built around steroid and terpenoid frameworks. The presence of two ketone groups and one hydroxyl group on an already-assembled bicyclic core saves a considerable number of synthetic steps compared with constructing that ring system from scratch.

The property that makes this material so highly valued is the density of structural information it carries. The bicyclo[4.3.0]nonane framework supplies a fused six-membered and five-membered ring pair, precisely the pattern encountered in the C and D rings of steroids. The defined cis configuration establishes relative stereochemical control from the very beginning of a synthetic route, while the two inequivalent dione groups allow selective reaction at one carbonyl over the other. The tertiary hydroxyl group adds a further handle for protection, elimination, or rearrangement chemistry.

The 50 mg pack size reflects the nature of this material as a specialty intermediate used at research scale. In Indonesian laboratories, a compound of this kind is typically ordered for a defined synthetic campaign rather than held as a general stock chemical, and it is most often found in university research groups, natural product synthesis laboratories, and medicinal chemistry programmes where a route toward a steroid- or terpenoid-type target is already planned.

Related TCI products

Total synthesis of steroid frameworks, where the fused six-five ring system directly maps onto the C and D rings and removes several ring-construction steps from the planned route.
Terpenoid synthesis programmes, in which the compact bicyclic core with three oxygenated positions provides a well-defined starting point for elaborating polycyclic natural product targets.
Stereochemical methodology studies, since the defined cis ring-fusion configuration gives a reliable reference point for investigating how relative stereochemistry propagates through subsequent transformations.
Selective carbonyl chemistry research, because the two dione groups are electronically and sterically inequivalent and therefore permit differentiation and selective reaction at one of them.
Medicinal chemistry route development, where the tertiary hydroxyl group offers an additional site for protection, elimination, or rearrangement while analogues of a steroid-type scaffold are being prepared.

Brand	TCI
CAS number	1192178-33-8
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
Pack sizes	50 mg
Physical form	—
Storage	store according to the manufacturer's stated conditions on the product label and safety data sheet

Product code: H1318

Store the material in its original tightly closed container, protected from moisture and direct sunlight, and follow the storage conditions stated by the manufacturer on the product label and safety data sheet. Because the pack size is small, repeated opening should be minimised; allow the container to reach room temperature before opening if it has been kept cold, so that atmospheric moisture does not condense onto the solid. Weigh and transfer the compound inside a fume hood using clean, dry spatulas and glassware, and wear a laboratory coat, safety glasses, and suitable chemical-resistant gloves. Keep the container clearly labelled, segregate it from strong oxidising agents, and dispose of residues and contaminated materials in accordance with applicable chemical waste procedures.

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