(9R,9aR)-9,9a-dihydro-(D-α-hydroxyphenylacetamido)-5-methyl-8-oxo-8H-azeto<1,2-a>-v-triazolo<5,1-c>pyrazine-6-carboxylic acid

Base Information

Chemical Name:(9R,9aR)-9,9a-dihydro-(D-α-hydroxyphenylacetamido)-5-methyl-8-oxo-8H-azeto<1,2-a>-v-triazolo<5,1-c>pyrazine-6-carboxylic acid
CAS No.:82394-95-4
Molecular Formula:C₁₇H₁₅N₅O₅
Molecular Weight:369.337
Hs Code.:

Synonyms:(9R,9aR)-9,9a-dihydro-(D-α-hydroxyphenylacetamido)-5-methyl-8-oxo-8H-azeto<1,2-a>-v-triazolo<5,1-c>pyrazine-6-carboxylic acid

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Chemical Property of (9R,9aR)-9,9a-dihydro-(D-α-hydroxyphenylacetamido)-5-methyl-8-oxo-8H-azeto<1,2-a>-v-triazolo<5,1-c>pyrazine-6-carboxylic acid

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Technology Process of (9R,9aR)-9,9a-dihydro-(D-α-hydroxyphenylacetamido)-5-methyl-8-oxo-8H-azeto<1,2-a>-v-triazolo<5,1-c>pyrazine-6-carboxylic acid

There total 9 articles about (9R,9aR)-9,9a-dihydro-(D-α-hydroxyphenylacetamido)-5-methyl-8-oxo-8H-azeto<1,2-a>-v-triazolo<5,1-c>pyrazine-6-carboxylic acid 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: 79.0%

: 82394-94-3
(9R,9aR)-benzyl 9,9a-dihydro-9-(D-α-hydroxyphenylacetamido)-5-methyl-8-oxo-8H-azeto<1,2-a>-v-triazolo<5,1-c>pyrazine-6-carboxylate

: 82394-95-4
(9R,9aR)-9,9a-dihydro-(D-α-hydroxyphenylacetamido)-5-methyl-8-oxo-8H-azeto<1,2-a>-v-triazolo<5,1-c>pyrazine-6-carboxylic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In 1,4-dioxane; water; for 0.75h;
DOI:10.1039/P19850001491

Reference yield:

: (3RS,4SR)-3-azido-1-(1-benzyloxycarbonyl-2,2-ethylenedioxypropyl)-4-ethynylazetidin-2-one

: 82394-95-4
(9R,9aR)-9,9a-dihydro-(D-α-hydroxyphenylacetamido)-5-methyl-8-oxo-8H-azeto<1,2-a>-v-triazolo<5,1-c>pyrazine-6-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 5percent trifluoroacetic acid / H₂O / 1.5 h

2: triethylamine / CH₂Cl₂ / 0 °C

3: sodium azide / dimethylformamide / 0.17 h

4: benzene / Heating

5: triethylamine, hydrogen sulphide / CH₂Cl₂ / 1 h / 0 °C

6: D-mandelic O-carboxyanhydride / CH₂Cl₂ / 1 h / -20 °C

7: 79 percent / hydrogen / 10percent Pd-C / dioxane; H₂O / 0.75 h

With sodium azide; D-mandelic O-carboxyanhydride; hydrogen sulfide; hydrogen; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1039/P19850001491

Reference yield:

: (3RS,4SR)-3-azido-1-(1-benzyloxycarbonyl-2,2-ethylenedioxypropyl)-4-trimethylsilylethynylazetidin-2-one

: 82394-95-4
(9R,9aR)-9,9a-dihydro-(D-α-hydroxyphenylacetamido)-5-methyl-8-oxo-8H-azeto<1,2-a>-v-triazolo<5,1-c>pyrazine-6-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: tetraethylammonium fluoride / tetrahydrofuran / 0.33 h

2: 5percent trifluoroacetic acid / H₂O / 1.5 h

3: triethylamine / CH₂Cl₂ / 0 °C

4: sodium azide / dimethylformamide / 0.17 h

5: benzene / Heating

6: triethylamine, hydrogen sulphide / CH₂Cl₂ / 1 h / 0 °C

7: D-mandelic O-carboxyanhydride / CH₂Cl₂ / 1 h / -20 °C

8: 79 percent / hydrogen / 10percent Pd-C / dioxane; H₂O / 0.75 h

With sodium azide; D-mandelic O-carboxyanhydride; hydrogen sulfide; hydrogen; tetraethylammonium fluoride; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1039/P19850001491