(2S,5R,6R)-6-({(2R)-2-[({2-[(Carboxycarbonyl)(ethyl)amino]ethyl}carbamoyl)amino]-2-phenylacetyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid | CAS No. 64844-70-8

(2S,5R,6R)-6-({(2R)-2-[({2-[(Carboxycarbonyl)(ethyl)amino]ethyl}carbamoyl)amino]-2-phenylacetyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Basic Information

CAS Number

64844-70-8

Molecular Formula

C23H29N5O8S

Molecular Weight

535.58 g/mol

AD

Basic Physical Properties

CCN(CCNC(=O)N[C@H](C1=CC=CC=C1)C(=O)N[C@H]1[C@H]2SC(C)(C)[C@H](C(O)=O)N2C1=O)C(=O)C(O)=O

InChI

InChI=1S/C23H29N5O8S/c1-4-27(18(31)21(34)35)11-10-24-22(36)26-13(12-8-6-5-7-9-12)16(29)25-14-17(30)28-15(20(32)33)23(2,3)37-19(14)28/h5-9,13-15,19H,4,10-11H2,1-3H3,(H,25,29)(H,32,33)(H,34,35)(H2,24,26,36)/t13-,14-,15+,19-/m1/s1

InChIKey

YXRSTHOXBOCROS-BKEDOTJMSA-N

LogP

-0.4082999999999964

Topological Polar Surface Area

185.45 Ų

Hydrogen Bond Donor/Acceptor

5 / 13

Complexity

953

Synonyms & References

English

  • WAR49C2MNX
  • Piperacillin sodium impurity M [EP]
  • (2S,5R,6R)-6-((2R)-2-(((2-(Ethyl(oxalo)amino)ethyl)carbamoyl)amino)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid
  • (2S,5R,6R)-6-((R)-2-(3-(2-(1-carboxy-N-ethylformamido)ethyl)ureido)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid? (Piperacillin Impurity pound(c)
  • 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((((((2-((carboxycarbo
  • Unii-war49C2mnx

FAQ

What are the physical and chemical properties of (2S,5R,6R)-6-({(2R)-2-[({2-[(Carboxycarbonyl)(ethyl)amino]ethyl}carbamoyl)amino]-2-phenylacetyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CAS: 64844-70-8)?

This compound is a white to off-white crystalline solid with a molecular weight of approximately 700 g/mol. It is poorly water-soluble but soluble in organic solvents such as methanol and DMSO. Reactivity is moderate, with potential for ester and amide formation under certain conditions. It is stable under normal laboratory conditions but should be stored away from strong acids and bases.

How is (2S,5R,6R)-6-({(2R)-2-[({2-[(Carboxycarbonyl)(ethyl)amino]ethyl}carbamoyl)amino]-2-phenylacetyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CAS: 64844-70-8) typically synthesized?

The compound is often synthesized via multi-step reactions involving peptide coupling and amide formation. Commonly, a protected amino acid is coupled to a linker, followed by coupling with an activated carboxylic acid derivative. High-yield methods typically use standard protecting group chemistry and are catalyzed with moderate to strong bases under anhydrous conditions.

What industries use (2S,5R,6R)-6-({(2R)-2-[({2-[(Carboxycarbonyl)(ethyl)amino]ethyl}carbamoyl)amino]-2-phenylacetyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CAS: 64844-70-8)?

This compound is primarily used in the pharmaceutical industry for developing targeted drug delivery systems and as an intermediate in bioactive molecule synthesis. It may also have applications in polymer chemistry for special coatings and sensors, though specific applications are limited due to its complex structure.

What precautions should be taken when handling (2S,5R,6R)-6-({(2R)-2-[({2-[(Carboxycarbonyl)(ethyl)amino]ethyl}carbamoyl)amino]-2-phenylacetyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid (CAS: 64844-70-8)?

When handling this compound, ensure use of appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated fume hood to avoid inhalation. Spills should be cleaned up using absorbent materials and disposed of according to laboratory waste protocols. Refer to the Safety Data Sheet (SDS) for detailed handling and storage information.

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