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(1S,5R,6S)-Ethyl 5-(pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate
Basic information
Product Name:
(1S,5R,6S)-Ethyl 5-(pentan-3-yl-oxy)-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylate
Synonyms:
CAS: 204254-96-6
MF: C14H22O4
MW: 254.32
Chemical Properties
Boiling Point: 336.5±42.0 °C(Predicted)
Density: 1.08±0.1 g/cm3(Predicted)
storage temp: Sealed in dry,Store in freezer, under -20°C
Solubility: Chloroform (Slightly), Methanol (Slightly)
Form: Solid
Pka: NA
Color: White to Off-White
InChI: InChI=1S/C14H22O4/c1-4-10(5-2)17-11-7-9(14(15)16-6-3)8-12-13(11)18-12/h7,10-13H,4-6,8H2,1-3H3/t11-,12+,13-/m1/s1
InChIKey: XZXCGRFGEVXWIT-FRRDWIJNSA-N
SMILES: [C@]12([H])[C@]([H])(O1)[C@H](OC(CC)CC)C=C(C(OCC)=O)C2
product description
The following is the compound's properties, uses, preparation methods, and safety information:
Quality:
- Appearance: Colorless liquid
- Density: 1.08±0.1 g/cm3(Predicted)
- Solubility: Soluble in organic solvents such as ether and methanol.
Use:
- Ethyl 5-(pentane-3-yloxy)-7-oxo-bicyclo[4.1.0]hepta-3-en-3-carboxylate is mainly used in the synthesis of oseltamivir as its key intermediate. It plays an important role in the field of medicine, especially in the production of anti-influenza drugs.
Method:
- One method for preparing this compound is to react 5-bromopentane-3-ol and ethyl 2-hydroxybutyrate. 5-bromopentane-3-ol is dissolved in dried dimethylformamide, and sodium carbonate is added as an alkali catalyst. Then, ethyl 2-hydroxybutyrate is slowly added dropwise to the reaction mixture, and the resulting hydrochloric acid is neutralized with excess sodium carbonate. At the end of the reaction, the product can be extracted and purified with an organic solvent to obtain the desired product.
Safety Information:
- Ethyl 5-(pentane-3-yloxy)-7-oxo-bicyclo[4.1.0]heptan-3-en-3-carboxylate is irritating and corrosive under certain conditions, and contact with skin and eyes should be avoided.
- When storing and handling the compound, take care to comply with relevant local safety regulations and avoid contact with oxidants and flammable substances.