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(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid(CAS: 61-33-6)

(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Number

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Basic Information

Molecular Formula
C16H18N2O4S
Molecular Weight
334.4 g/mol

Physical Properties

Melting Point
214-217 °C
Boiling Point
663.3°C at 760 mmHg
Density
1.2729 (rough estimate)
Flash Point
355°C

Chemical Identifiers

SMILES
CC1(C(N2C(S1)C(C2=O)NC(=O)CC3=CC=CC=C3)C(=O)O)C
InChIKey
JGSARLDLIJGVTE-MBNYWOFBSA-N

Database References

MDL Number
MFCD00069665

FAQ

(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid is a crystalline solid with a molecular weight of approximately 305.27 g/mol. It has limited water solubility and high reactivity due to its carboxylic acid and amino functionalities. This compound is typically stored in a dry, cool place to prevent hydrolysis and is known for its ability to form salts and esters easily.
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid can be synthesized through the condensation of (phenylacetyl)amine with 6,7-dimethyl-3-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid. The reaction is typically catalyzed by a strong base like sodium hydride to promote the nucleophilic attack, yielding a high isolated yield of about 85%. The process requires careful handling and is usually performed under an inert atmosphere to prevent decomposition.
(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid finds application in pharmaceuticals, where it serves as an intermediate in the synthesis of various bioactive compounds. It is also used in the development of new polymer materials and as a sensor component in certain analytical devices. This compound's unique structure and reactivity make it valuable in diverse fields requiring specialized chemical reagents.
When handling (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenylacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, it is essential to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Use a fume hood to avoid inhalation of any vapors. Spills should be cleaned up immediately using absorbent materials and proper containment. Always consult the Safety Data Sheet (SDS) for detailed handling instructions 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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