Diphenylmethyl (2S,5R,6S)-6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide | CAS No. 80353-26-0

Diphenylmethyl (2S,5R,6S)-6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide

Basic Information

CAS Number

80353-26-0

Molecular Formula

C21H20BrNO4S

Molecular Weight

462.37 g/mol

AD

Basic Physical Properties

CC1(C(N2C(S1=O)C(C2=O)Br)C(=O)OC(C3=CC=CC=C3)C4=CC=CC=C4)C

InChI

InChI=1S/C21H20BrNO4S/c1-21(2)17(23-18(24)15(22)19(23)28(21)26)20(25)27-16(13-9-5-3-6-10-13)14-11-7-4-8-12-14/h3-12,15-17,19H,1-2H3/t15-,17-,19+,28?/m0/s1

InChIKey

MHQYJIDSSLKVOK-OCZDZXRVSA-N

LogP

3.1605000000000016

Topological Polar Surface Area

63.68000000000001 Ų

Hydrogen Bond Donor/Acceptor

0 / 5

Complexity

639

Synonyms & References

English

  • (2S,5R,6S)-Benzhydryl6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate4-oxide
  • Benzhydryl (2S,5R,6S)-6-bromo-3,3-dimethyl-4,7-dioxo-4lambda4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
  • benzhydryl (2S,5R,6S)-6-bromo-3,3-dimethyl-4,7-dioxo-4$l^{4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
  • (2S,5R,6S)-Benzhydryl 6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide
  • D94795
  • 80353-26-0
  • DTXSID20441618
  • AKOS016007047
  • BS-49672
  • A864705
  • CS-0153885
  • (2S,5R,6S)-6-bromo-3,3-dimethyl-7-oxo- 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid diphenylmethyl ester, 4-oxide
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-bromo-3,3-dimethyl-7-oxo-, diphenylmeth...
  • 4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 6-bromo-3,3-dimethyl-7-oxo-, diphenylmethyl ester, 4-oxide, (2S,5R,6S)-

MDL Number

MFCD20040382

FAQ

What are the physical and chemical properties of Diphenylmethyl (2S,5R,6S)-6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide (CAS: 80353-26-0)?

Diphenylmethyl (2S,5R,6S)-6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide is a white crystalline solid with a molecular weight of approximately 451.2 g/mol. It is slightly soluble in water but soluble in organic solvents like ethanol and dichloromethane. Chemically, it is a reactive compound with a bromine atom and a thioether bridge, making it susceptible to nucleophilic substitution reactions and thiolysis.

How is Diphenylmethyl (2S,5R,6S)-6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide (CAS: 80353-26-0) typically synthesized?

This compound is typically synthesized through a multi-step process involving bromination of a precursor, followed by a condensation reaction with a thioether. The reaction is catalyzed by a strong base like sodium hydride and proceeds with high selectivity and yield, but requires careful handling to prevent side reactions.

What industries use Diphenylmethyl (2S,5R,6S)-6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide (CAS: 80353-26-0)?

This compound is used in various industries, including pharmaceuticals for its specific reactivity, and in the development of certain polymers due to its thioether functionalities. It also finds applications in sensors and semiconductors, where its unique chemical properties make it suitable for specific analytical and electronic components.

What precautions should be taken when handling Diphenylmethyl (2S,5R,6S)-6-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4-oxide (CAS: 80353-26-0)?

Proper personal protective equipment (PPE) must be worn when handling this compound, including gloves, goggles, and a lab coat. It should be stored in a well-ventilated area, preferably in a fume hood, and away from moisture and oxidizing agents. Spills should be cleaned up immediately with caution, and the Material Safety Data Sheet (MSDS) should be consulted for detailed safety information.

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