(3S,4R)-3-methoxy-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthio-3-phenylacetamido-2-azetidinone

Base Information

Chemical Name:(3S,4R)-3-methoxy-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthio-3-phenylacetamido-2-azetidinone
CAS No.:88019-32-3
Molecular Formula:C₁₉H₂₄N₂O₅S
Molecular Weight:392.476
Hs Code.:

Synonyms:(3S,4R)-3-methoxy-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthio-3-phenylacetamido-2-azetidinone

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Chemical Property of (3S,4R)-3-methoxy-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthio-3-phenylacetamido-2-azetidinone

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Technology Process of (3S,4R)-3-methoxy-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthio-3-phenylacetamido-2-azetidinone

There total 3 articles about (3S,4R)-3-methoxy-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthio-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: 55.7%

: 865-34-9
lithium methanolate

: 55826-28-3
3-Methyl-2-((2R,3R)-2-methylsulfanyl-4-oxo-3-phenylacetylamino-azetidin-1-yl)-but-2-enoic acid methyl ester

: 88019-32-3
(3S,4R)-3-methoxy-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthio-3-phenylacetamido-2-azetidinone

Guidance literature:: With tert-butylhypochlorite; In tetrahydrofuran; at -75 ℃; for 1h;
DOI:10.1248/cpb.31.2200

Reference yield:

: 40578-79-8
1ξ-oxo-6β-(2-phenyl-acetylamino)-1λ⁴-penicillanic acid methyl ester

: 88019-32-3
(3S,4R)-3-methoxy-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthio-3-phenylacetamido-2-azetidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) (MeO)3P, 2.) Et₃N

2: AgClO₄

3: 55.7 percent / tert-butylhypochlorite / tetrahydrofuran / 1 h / -75 °C

With tert-butylhypochlorite; silver perchlorate; triethylamine; phosphorous acid trimethyl ester; In tetrahydrofuran;
DOI:10.1248/cpb.31.2200

Reference yield:

: 67529-66-2
2-((1R)-3-benzyl-7-oxo-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-2-enoic acid methyl ester

: 88019-32-3
(3S,4R)-3-methoxy-1-(1-methoxycarbonyl-2-methylprop-1-enyl)-4-methylthio-3-phenylacetamido-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1: AgClO₄

2: 55.7 percent / tert-butylhypochlorite / tetrahydrofuran / 1 h / -75 °C

With tert-butylhypochlorite; silver perchlorate; In tetrahydrofuran;
DOI:10.1248/cpb.31.2200