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Chemical Structure| 26631-90-3 Chemical Structure| 26631-90-3

Structure of Brobactam
CAS No.: 26631-90-3

Chemical Structure| 26631-90-3

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Product Details of [ 26631-90-3 ]

CAS No. :26631-90-3
Formula : C8H10BrNO3S
M.W : 280.14
SMILES Code : O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2Br)N1C2=O)O
English Name :(2S,5R,6R)-6-Bromo-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Safety of [ 26631-90-3 ]

Application In Synthesis of [ 26631-90-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 26631-90-3 ]

[ 26631-90-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 551-16-6 ]
  • [ 26631-90-3 ]
YieldReaction ConditionsOperation in experiment
With hydrogen bromide; sodium nitrite In dichloromethane; water at -10℃; for 4h; Large scale; 1.1 1), 1500L of the reaction vessel was added 500L of methylene chloride,180kg water,Into 120kg6-amino penicillanic acid,Stir wellThen a 48% aqueous solution of hydrogen bromide (188 kg) was added dropwise to the kettle25% sodium nitrite solution (153 kg),After the addition was completed and cooled to -10 ° C for 4 hours,Dot-board monitoring to the end of the reaction, the organic was washed to neutral,6-bromo penicillanic acid solution was obtained,And the resulting 6 - bromo penicillanic acid solution was transferred to the oxidation reactor;
With sulfuric acid; potassium bromide; sodium nitrite In dichloromethane; water at -5 - 0℃; for 1h; 1.1; 2.1; 3.1; 1.1 (1) Bromination: 21.6g of 6-APA, 30g of potassium bromide, 108g of water and 108g of dichloromethane were put into a reaction flask, stirred and the temperature was controlled at -5~0. 16g of 93% sulfuric acid was added. After the addition was completed, sodium nitrite solution (10.5g sodium nitrite+30g water) was added dropwise. After the addition was completed, the reaction was kept at the temperature for 1h. After the temperature was completed, the mixture was filtered and the filtrate was allowed to stand and separate into layers. The organic layer was washed with saturated brine to obtain the dichloromethane solution of intermediate I.
  • 2
  • [ 26631-90-3 ]
  • [ 5350-57-2 ]
  • [ 3117793-45-7 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; sodium hypochlorite; tetrabutyl-ammonium chloride In dichloromethane at 28 - 30℃; 1.2; 2.2; 3.2; 1.3 (2) Esterification-oxidation: Add 100g dichloromethane, 20g benzophenone hydrazone, 17g sodium hypochlorite, 1g tetrabutylammonium chloride, and 0.6g 32% hydrochloric acid to the reaction flask, stir and control the temperature at 28~30, add dichloromethane solution of intermediate I dropwise, keep the temperature for 1h after the addition is complete, filter, and wash the filtrate with water to obtain dichloromethane solution of intermediate II;
 

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