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

Base Information

• Chemical Name: (3S)-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-3-phenylacetamido-2-azetidinone
• CAS No.: 78115-02-3
• Molecular Formula: C₁₇H₂₀N₂O₄
• Molecular Weight: 316.357

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

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

Chemical Property:

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

There total 7 articles about (3S)-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-3-phenylacetamido-2-azetidinone 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: 88.9%

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) → (3S)-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-3-phenylacetamido-2-azetidinone (78115-02-3)

Guidance literature:

With hydrogen; palladium(II) oxide; In ethyl acetate; for 7h; Ambient temperature;

DOI:10.1248/cpb.31.1874

Reference yield: 76.2%

2-{(2R,3R)-2-[(2R,3R)-1-(1-Methoxycarbonyl-2-methyl-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-3-methyl-but-2-enoic acid methyl ester (62284-27-9) → (3S)-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-3-phenylacetamido-2-azetidinone (78115-02-3)

Guidance literature:

nickel; In ethanol; at 50 ℃; for 0.5h;

DOI:10.1248/cpb.31.1874

Reference yield: 24.8%

3-Methyl-2-((2R,3R)-2-methylsulfanyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid methyl ester (55826-28-3) → (3S)-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-3-phenylacetamido-2-azetidinone (78115-02-3)

Guidance literature:

nickel; In tetrahydrofuran; for 6h; Heating;

DOI:10.1248/cpb.31.1874

upstream raw materials:

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

2-{(2R,3R)-2-[(2R,3R)-1-(1-Methoxycarbonyl-2-methyl-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-3-methyl-but-2-enoic acid methyl ester

3-Methyl-2-((2R,3R)-2-methylsulfanyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid methyl ester

2-[(2R)-2r-benzothiazol-2-yldisulfanyl-4-oxo-3c-(2-phenyl-acetylamino)-azetidin-1-yl]-3-methyl-but-2-enoic acid methyl ester

Downstream raw materials:

(S)-3-[[(phenylmethyl)carbonyl]amino]-2-azetidinone

methyl 2-<(3S)-3-benzyloxycarbonylamino-2-oxoazetidin-1-yl>-3-methylbut-2-enoate

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