cis-4-(methoxycarbonyl)-1-(4-methoxyphenyl)-2-oxo-3-{[(phenylmethoxy)carbonyl]amino}azetidine

Base Information

Chemical Name:cis-4-(methoxycarbonyl)-1-(4-methoxyphenyl)-2-oxo-3-{[(phenylmethoxy)carbonyl]amino}azetidine
CAS No.:80542-46-7
Molecular Formula:C₂₀H₂₀N₂O₆
Molecular Weight:384.389
Hs Code.:

Synonyms:cis-4-(methoxycarbonyl)-1-(4-methoxyphenyl)-2-oxo-3-{[(phenylmethoxy)carbonyl]amino}azetidine

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Chemical Property of cis-4-(methoxycarbonyl)-1-(4-methoxyphenyl)-2-oxo-3-{[(phenylmethoxy)carbonyl]amino}azetidine

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Technology Process of cis-4-(methoxycarbonyl)-1-(4-methoxyphenyl)-2-oxo-3-{[(phenylmethoxy)carbonyl]amino}azetidine

There total 4 articles about cis-4-(methoxycarbonyl)-1-(4-methoxyphenyl)-2-oxo-3-{[(phenylmethoxy)carbonyl]amino}azetidine 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: 84.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: methyl cis-<3-amino-1-(4-methoxyphenyl)-4-oxoazetidine-2-carboxylate>

: 80542-46-7
cis-4-(methoxycarbonyl)-1-(4-methoxyphenyl)-2-oxo-3-{[(phenylmethoxy)carbonyl]amino}azetidine

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; water; for 2h; Ambient temperature;

Reference yield:

: 124156-20-3,72079-55-1
(4-methoxyphenyl-benzylidene)-carbamic acid methyl ester

: 80542-46-7
cis-4-(methoxycarbonyl)-1-(4-methoxyphenyl)-2-oxo-3-{[(phenylmethoxy)carbonyl]amino}azetidine

Guidance literature:: Multi-step reaction with 2 steps

1: 61 percent / 2.) Et₃N / CH₂Cl₂ / 0 °C / 1.) 5 min, 2.) 20 min

2: 1.) methyl hydrazine, 2.) diisopropylethyl amine / 1.) 0 deg C, 1 h, 2.) a) 0 deg C, 30 min, b) RT, 1.5 h

With triethylamine; N-ethyl-N,N-diisopropylamine; methylhydrazine; In dichloromethane;
DOI:10.1021/jo00135a016

Reference yield:

: 104-94-9
4-methoxy-aniline

: 80542-46-7
cis-4-(methoxycarbonyl)-1-(4-methoxyphenyl)-2-oxo-3-{[(phenylmethoxy)carbonyl]amino}azetidine

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / MgSO₄ / CH₂Cl₂ / 2 h / 0 °C

2: 61 percent / 2.) Et₃N / CH₂Cl₂ / 0 °C / 1.) 5 min, 2.) 20 min

3: 1.) methyl hydrazine, 2.) diisopropylethyl amine / 1.) 0 deg C, 1 h, 2.) a) 0 deg C, 30 min, b) RT, 1.5 h

With magnesium sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; methylhydrazine; In dichloromethane;
DOI:10.1021/jo00135a016