methyl 2-<(1S,5R)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>-3-methylbut-2-enoate

Base Information

• Chemical Name: methyl 2-<(1S,5R)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>-3-methylbut-2-enoate
• CAS No.: 34104-19-3
• Molecular Formula: C₁₇H₁₈N₂O₄
• Molecular Weight: 314.341

Synonyms:methyl 2-<(1S,5R)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>-3-methylbut-2-enoate

Chemical Property of methyl 2-<(1S,5R)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>-3-methylbut-2-enoate

Chemical Property:

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Technology Process of methyl 2-<(1S,5R)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>-3-methylbut-2-enoate

There total 14 articles about methyl 2-<(1S,5R)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>-3-methylbut-2-enoate 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: 82.0%

penicillin G methyl ester (653-89-4) → methyl 2-<(1S,5R)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>-3-methylbut-2-enoate (34104-19-3)

Guidance literature:

With lithium chloride; In methanol; tert-butyl alcohol; at -70 ℃; electrolysis, Pt electrodes, 10 mA/cm²;

DOI:10.1002/bscb.19820911202

Reference yield: 80.0%

(S)-2-((1S)-3-benzyl-7-oxo-(1rH,5cH)-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-(Ξ)-methanesulfinyl-3-methyl-butyric acid methyl ester (56526-47-7,56553-18-5) → methyl 2-<(1S,5R)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>-3-methylbut-2-enoate (34104-19-3)

Guidance literature:

In ethyl acetate; for 0.5h; Heating;

DOI:10.1039/P19880002813

Reference yield:

methyl (2S)-2-<(1S,5R)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>-3-methyl-3-methylthiobutanoate (56526-46-6) → methyl 2-<(1S,5R)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>-3-methylbut-2-enoate (34104-19-3)

Guidance literature:

With sodium hydride; methyl iodide; In tetrahydrofuran; at 0 ℃; for 0.00833333h;

upstream raw materials:

(S)-2-((1S)-3-benzyl-7-oxo-(1rH,5cH)-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-(Ξ)-methanesulfinyl-3-methyl-butyric acid methyl ester

(S)-2-((1S)-3-benzyl-7-oxo-4-oxa-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-mercapto-3-methyl-butyric acid methyl ester

penicillin G methyl ester

methyl (2S)-2-<(1S,5R)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>-3-methyl-3-methylthiobutanoate

Downstream raw materials:

3-<(1S,5R)-3-benzyl-7-oxo-4-oxa-2,6-diazabicyclo<3.2.0>hept-2-en-6-yl>-4,4-dimethyl-4,5-dihydropyrazole-3-carboxylate

(3S)-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-3-phenylacetamido-2-azetidinone

methyl 3-methyl-2-<(3S,4S)-2-oxo-3-phenylacetamido-4-pyruvoyloxyazetidin-1-yl>but-2-enoate

methyl 2-<(3S)-4-(benzothiazol-2-ylthio)-2-oxo-3-phenylacetamidoazetidin-1-yl>-3-methylbut-2-enoate

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