[(2R,3S)-2-Azidomethyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(2R,3S)-2-Azidomethyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester
CAS No.:81741-04-0
Molecular Formula:C₁₉H₁₉N₅O₄
Molecular Weight:381.391
Hs Code.:

Synonyms:[(2R,3S)-2-Azidomethyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester

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Chemical Property of [(2R,3S)-2-Azidomethyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester

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Technology Process of [(2R,3S)-2-Azidomethyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester

There total 4 articles about [(2R,3S)-2-Azidomethyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl 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:

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

: 81741-04-0
[(2R,3S)-2-Azidomethyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 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

3: 1.) NaBH₄, 2.) TsCl, pyridine, 3.) KN₃

With pyridine; sodium tetrahydroborate; potassium azide; triethylamine; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; methylhydrazine; In dichloromethane;
DOI:10.1021/jo00135a016

Reference yield:

: 104-94-9
4-methoxy-aniline

: 81741-04-0
[(2R,3S)-2-Azidomethyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 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

4: 1.) NaBH₄, 2.) TsCl, pyridine, 3.) KN₃

With pyridine; sodium tetrahydroborate; potassium azide; magnesium sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; methylhydrazine; In dichloromethane;
DOI:10.1021/jo00135a016

Reference yield:

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

: 81741-04-0
[(2R,3S)-2-Azidomethyl-1-(4-methoxy-phenyl)-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester

Guidance literature:: With pyridine; sodium tetrahydroborate; potassium azide; p-toluenesulfonyl chloride; Yield given. Multistep reaction;
DOI:10.1021/jo00135a016