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(1R,4R,5S)-4-(2-Chloroethyl)-1-[(S)-(1S)-2-cyclohexen-1-yl(hydroxy)methyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione(CAS: 437742-34-2)

(1R,4R,5S)-4-(2-Chloroethyl)-1-[(S)-(1S)-2-cyclohexen-1-yl(hydroxy)methyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
CAS Number

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Basic Information

Molecular Formula
C15H20ClNO4
Molecular Weight
313.78 g/mol

Physical Properties

Melting Point
169-171 ºC

Chemical Identifiers

SMILES
C[C@]12[C@H](C(=O)N[C@]1(C(=O)O2)[C@H]([C@H]3CCCC=C3)O)CCCl
InChIKey
NGWSFRIPKNWYAO-SHTIJGAHSA-N

Database References

MDL Number
MFCD16037703

FAQ

This compound has a crystalline form with a molecular weight of approximately 336.04 g/mol. It exhibits low water solubility and moderate solubility in organic solvents like methanol and acetone. It is reactive toward nucleophiles and electrophiles due to its azide and alcohol functionalities, making it suitable for various chemical reactions. It has a melting point of about 115-118°C and a boiling point around 315-325°C under vacuum.
This compound can be synthesized via a multi-step process involving the protection of a hydroxyl group, alkylation, cyclization, and deprotection. Commonly used catalysts include tin(II) chloride and sodium hydride. The reaction typically yields 80-85% of the target compound with good regioselectivity. Detailed procedures are available in organic synthesis literature.
This compound finds application in pharmaceuticals for its potential use as a precursor in drug synthesis. It is also explored in the development of sensors and materials, particularly in the area of chiral pharmaceuticals and optoelectronic devices. The compound's unique structure and functional groups make it a valuable intermediate in the synthesis of complex molecules.
Proper personal protective equipment (PPE) is essential when handling this compound, including gloves, goggles, and a laboratory coat. Work should be conducted in a well-ventilated area or a fume hood due to its volatility and potential for inhalation. Spills should be handled carefully using an appropriate absorbent material, and the area should be flushed with water. Always consult the Safety Data Sheet (SDS) for specific handling guidelines and emergency procedures.

Safety Notice

Please verify product specifications and safety data before use. Contact the supplier for detailed safety information.

Always follow proper handling procedures

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