8-hydroxy-13-(3-methyl-butyrylamino)-2-oxo-11-phenyl-10-oxa-6-thia-3,12-diaza-tricyclo[7.3.1.0^3,7]tridec-11-ene-4-carboxylic acid methyl ester

Base Information

• Chemical Name: 8-hydroxy-13-(3-methyl-butyrylamino)-2-oxo-11-phenyl-10-oxa-6-thia-3,12-diaza-tricyclo[7.3.1.0^3,7]tridec-11-ene-4-carboxylic acid methyl ester
• CAS No.: 872094-47-8
• Molecular Formula: C₂₂H₂₇N₃O₆S
• Molecular Weight: 461.539

Synonyms:8-hydroxy-13-(3-methyl-butyrylamino)-2-oxo-11-phenyl-10-oxa-6-thia-3,12-diaza-tricyclo[7.3.1.0^3,7]tridec-11-ene-4-carboxylic acid methyl ester

Chemical Property of 8-hydroxy-13-(3-methyl-butyrylamino)-2-oxo-11-phenyl-10-oxa-6-thia-3,12-diaza-tricyclo[7.3.1.0^3,7]tridec-11-ene-4-carboxylic acid methyl ester

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Technology Process of 8-hydroxy-13-(3-methyl-butyrylamino)-2-oxo-11-phenyl-10-oxa-6-thia-3,12-diaza-tricyclo[7.3.1.0^3,7]tridec-11-ene-4-carboxylic acid methyl ester

There total 7 articles about 8-hydroxy-13-(3-methyl-butyrylamino)-2-oxo-11-phenyl-10-oxa-6-thia-3,12-diaza-tricyclo[7.3.1.0^3,7]tridec-11-ene-4-carboxylic acid methyl ester 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:

2-amino-3-azido-4-oxo-octahydro-1-oxa-7-thia-4a-aza-cyclopropa[e]azulene-5-carboxylic acid methyl ester (872094-45-6) → 8-hydroxy-13-(3-methyl-butyrylamino)-2-oxo-11-phenyl-10-oxa-6-thia-3,12-diaza-tricyclo[7.3.1.03,7]tridec-11-ene-4-carboxylic acid methyl ester (872094-47-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / pyridine / dimethylformamide / 0.33 h / 20 °C

2: H₂ / Pd/C / methanol / 3 h

3: 480 mg / pyridine / 0.5 h

With pyridine; hydrogen; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1002/chem.200500515

Reference yield:

3-azido-2-(3-methyl-butyrylamino)-4-oxo-octahydro-1-oxa-7-thia-4a-aza-cyclopropa[e]azulene-5-carboxylic acid methyl ester (872094-46-7) → 8-hydroxy-13-(3-methyl-butyrylamino)-2-oxo-11-phenyl-10-oxa-6-thia-3,12-diaza-tricyclo[7.3.1.03,7]tridec-11-ene-4-carboxylic acid methyl ester (872094-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 3 h

2: 480 mg / pyridine / 0.5 h

With pyridine; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1002/chem.200500515

Reference yield:

4-oxo-3-trifluoromethanesulfonyloxy-1a,4,5,6,7a,7b-hexahydro-1-oxa-7-thia-4a-aza-cyclopropa[e]azulene-5-carboxylic acid methyl ester (872094-37-6) → 8-hydroxy-13-(3-methyl-butyrylamino)-2-oxo-11-phenyl-10-oxa-6-thia-3,12-diaza-tricyclo[7.3.1.03,7]tridec-11-ene-4-carboxylic acid methyl ester (872094-47-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / ammonium formate / methanol; CH₂Cl₂ / 72 h / 50 °C

2: 78 percent / NaN₃ / dimethylformamide; CH₂Cl₂ / 8 h / 20 °C

3: 87 percent / pyridine / dimethylformamide / 0.33 h / 20 °C

4: H₂ / Pd/C / methanol / 3 h

5: 480 mg / pyridine / 0.5 h

With pyridine; sodium azide; hydrogen; ammonium formate; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.200500515

upstream raw materials:

benzoyl chloride

2-amino-3-azido-4-oxo-octahydro-1-oxa-7-thia-4a-aza-cyclopropa[e]azulene-5-carboxylic acid methyl ester

4-oxo-3-trifluoromethanesulfonyloxy-1a,4,5,6,7a,7b-hexahydro-1-oxa-7-thia-4a-aza-cyclopropa[e]azulene-5-carboxylic acid methyl ester

3-azido-2-(3-methyl-butyrylamino)-4-oxo-octahydro-1-oxa-7-thia-4a-aza-cyclopropa[e]azulene-5-carboxylic acid methyl ester

Downstream raw materials:

9-acetoxy-6-benzoylamino-8-hydroxy-7-(3-methyl-butyrylamino)-5-oxo-octahydro-thiazolo[3,2-a]azepine-3-carboxylic acid methyl ester

8-acetoxy-13-(3-methyl-butyrylamino)-2-oxo-11-phenyl-10-oxa-6-thia-3,12-diaza-tricyclo[7.3.1.0^3,7]tridec-11-ene-4-carboxylic acid methyl ester

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