tert-butyl <4-<(3-phenylprop-2-ynyl)oxy>-2-oxoazetidin-1-yl>chloroacetate

Base Information

• Chemical Name: tert-butyl <4-<(3-phenylprop-2-ynyl)oxy>-2-oxoazetidin-1-yl>chloroacetate
• CAS No.: 83242-48-2
• Molecular Formula: C₁₈H₂₀ClNO₄
• Molecular Weight: 349.814

Synonyms:tert-butyl <4-<(3-phenylprop-2-ynyl)oxy>-2-oxoazetidin-1-yl>chloroacetate

Chemical Property of tert-butyl <4-<(3-phenylprop-2-ynyl)oxy>-2-oxoazetidin-1-yl>chloroacetate

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Technology Process of tert-butyl <4-<(3-phenylprop-2-ynyl)oxy>-2-oxoazetidin-1-yl>chloroacetate

There total 5 articles about tert-butyl <4-<(3-phenylprop-2-ynyl)oxy>-2-oxoazetidin-1-yl>chloroacetate 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:

tert-butyl glyoxylate (7633-32-1) → tert-butyl <4-<(3-phenylprop-2-ynyl)oxy>-2-oxoazetidin-1-yl>chloroacetate (83242-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / benzene / 3 h / Heating

2: 278 mg / 2,6-lutidine, thionyl chloride / tetrahydrofuran / 1.25 h / -15 °C

With 2,6-dimethylpyridine; thionyl chloride; In tetrahydrofuran; benzene;

DOI:10.1021/jo00159a010

Reference yield:

(2E)-3-phenyl-2-propen-1-ol (4407-36-7) → tert-butyl <4-<(3-phenylprop-2-ynyl)oxy>-2-oxoazetidin-1-yl>chloroacetate (83242-48-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 38 percent / Zn(OAc)2*2H₂O / benzene / 23 h / Heating

2: 73 percent / benzene / 3 h / Heating

3: 278 mg / 2,6-lutidine, thionyl chloride / tetrahydrofuran / 1.25 h / -15 °C

With 2,6-dimethylpyridine; thionyl chloride; zinc diacetate; In tetrahydrofuran; benzene;

DOI:10.1021/jo00159a010

Reference yield:

Hydroxy-[2-oxo-4-((E)-3-phenyl-allyloxy)-azetidin-1-yl]-acetic acid tert-butyl ester (79196-69-3,85082-49-1,85082-50-4) → tert-butyl <4-<(3-phenylprop-2-ynyl)oxy>-2-oxoazetidin-1-yl>chloroacetate (83242-48-2)

Guidance literature:

With 2,6-dimethylpyridine; thionyl chloride; In tetrahydrofuran; at -15 ℃; for 1.25h;

DOI:10.1021/jo00159a010

upstream raw materials:

3-Phenyl-2-propyn-1-ol

Hydroxy-[2-oxo-4-((E)-3-phenyl-allyloxy)-azetidin-1-yl]-acetic acid tert-butyl ester

tert-butyl glyoxylate

4-(cinnamyloxy)-2-azetidinone

Downstream raw materials:

tert-butyl 3-benzyl-1-oxa-Δ³-cephem-4-carboxylate

(2S,6S)-3-Benzyl-8-oxo-5-oxa-1-aza-bicyclo[4.2.0]octane-2-carboxylic acid tert-butyl ester

tert-butyl (E)-3-benzylidene-1-oxacepham-4α-carboxylate

[2-Oxo-4-(3-phenyl-prop-2-ynyloxy)-azetidin-1-yl]-acetic acid tert-butyl ester

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