تفاعل #416853

ord-44eff9adb1504adc87d45d509816fadc

معادلة التفاعل

Cc1cn(C2=C(C(=O)OCc3ccc([N+](=O)[O-])cc3)N3C(=O)C[C@H]3C2)nn1
p-nitrobenzyl 2-(4-methyl-1,2,3-triazol-1-yl)-carbapen-2-em-3-carboxylate
Cc1cnnn1C1=C(C(=O)OCc2ccc([N+](=O)[O-])cc2)N2C(=O)C[C@H]2C1
p-nitrobenzyl 2-(5-methyl-1,2,3-triazol-1-yl)-carbapen-2-em-3-carboxylate
O=S(=O)(O)CCCN1CCOCC1
4-morpholinepropanesulfonic acid
Cc1cn(C2=C(C(=O)O)N3C(=O)C[C@H]3C2)nn1
2-(4-methyl-1,2,3-triazol-1-yl)-carbapen-2-em-3-carboxylic acid
Cc1cnnn1C1=C(C(=O)O)N2C(=O)C[C@H]2C1
2-(5-methyl-1,2,3-triazol-1-yl)-carbapen-2-em-3-carboxylic acid

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلthe pellet was washed with deionized water (5×0.5 ml)
  2. 2
    استخلاصThe combined supernate and washes were extracted with ethyl acetate (3×0.5 ml)
  3. 3
    تركيزconcentrated under vacuum at 0° C.

الإجراء التجريبي

A solution of a mixture of p-nitrobenzyl 2-(4-methyl-1,2,3-triazol-1-yl)-carbapen-2-em-3-carboxylate and p-nitrobenzyl 2-(5-methyl-1,2,3-triazol-1-yl)-carbapen-2-em-3-carboxylate (0.7 mg) in dioxane (100 microliter), deionized water (60 microliter), absolute ethanol (8.3 microliter), and pH 7.0 0.5M aqueous 4-morpholinepropanesulfonic acid (10.2 microliter) was shaken with 10% (w/w) palladium on charcoal (1.0 mg) under hydrogen (50 psig) at ambient temperature. After 30 min. the mixture was centrifuged and the pellet was washed with deionized water (5×0.5 ml). The combined supernate and washes were extracted with ethyl acetate (3×0.5 ml) and concentrated under vacuum at 0° C. to provide 2.0 ml of a solution of 2-(4-methyl-1,2,3-triazol-1-yl)-carbapen-2-em-3-carboxylic acid and 2-(5-methyl-1,2,3-triazol-1-yl)-carbapen-2-em-3-carboxylic acid, UV λmax 295 nm quenched by addition of hydroxylamine hydrochloride and dipotassium hydrogen phosphate.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04892869uspto-grants-1990_01