(2S,5R,6S)-6β-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,S,S-dioxide

Base Information

• Chemical Name: (2S,5R,6S)-6β-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,S,S-dioxide
• CAS No.: 75527-88-7
• Molecular Formula: C₈H₁₀BrNO₅S
• Molecular Weight: 312.141
• Mol file: 75527-88-7.mol

Synonyms:(2S,5R,6S)-6β-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,S,S-dioxide

Chemical Property of (2S,5R,6S)-6β-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,S,S-dioxide

Chemical Property:

• Boiling Point: 596.9±50.0 °C(Predicted)
• Density: 1.98±0.1 g/cm3(Predicted)

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,5R,6S)-6β-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,S,S-dioxide

There total 1 articles about (2S,5R,6S)-6β-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,S,S-dioxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

6,6-dibromopenicillanic acid-1,1-dioxide (76646-91-8) → sulbactum (68373-14-8,1217600-46-8) + 6β-bromopenicillanic acid 1,1-dioxide (75527-87-6) + (2S,5R,6S)-6β-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,S,S-dioxide (75527-88-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; under 2250.2 - 3750.3 Torr; Product distribution; Ambient temperature; pH 7.0 - 8.0;

DOI:10.1007/BF00768391

Reference yield: 75.0%

(2S,6S)-6-Bromo-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid (75527-87-6,75527-88-7) → sulbactam (68373-14-8,1217600-46-8)

Guidance literature:

With dipotassium hydrogenphosphate; In water; at 0 - 10 ℃; electroreduction;

DOI:10.1248/cpb.36.1976

Reference yield:

(2S,5R,6S)-6β-bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid,S,S-dioxide (75527-88-7) + zinc (7440-66-6) → (pivaloyloxy)methyl 6,6-dihydropenicillanate S,S-dioxide (69388-79-0)

Guidance literature:

With hydrogenchloride; In water; acetonitrile;

upstream raw materials:

6,6-dibromopenicillanic acid-1,1-dioxide

Downstream raw materials:

(pivaloyloxy)methyl 6,6-dihydropenicillanate S,S-dioxide

benzhydryl 6α-bromopenicillanate S,S-dioxide

sulbactam