Benzoic acid (R)-1-((2S,3R)-2-acetoxy-4-oxo-azetidin-3-yl)-ethyl ester

Base Information

• Chemical Name: Benzoic acid (R)-1-((2S,3R)-2-acetoxy-4-oxo-azetidin-3-yl)-ethyl ester
• CAS No.: 101067-92-9
• Molecular Formula: C₁₄H₁₅NO₅
• Molecular Weight: 277.277
• Mol file: 101067-92-9.mol

Synonyms:Benzoic acid (R)-1-((2S,3R)-2-acetoxy-4-oxo-azetidin-3-yl)-ethyl ester

Chemical Property of Benzoic acid (R)-1-((2S,3R)-2-acetoxy-4-oxo-azetidin-3-yl)-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (R)-1-((2S,3R)-2-acetoxy-4-oxo-azetidin-3-yl)-ethyl ester

There total 3 articles about Benzoic acid (R)-1-((2S,3R)-2-acetoxy-4-oxo-azetidin-3-yl)-ethyl 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: 95.0%

Benzoic acid (R)-1-((2R,3S)-2-acetyl-4-oxo-azetidin-3-yl)-ethyl ester (101067-91-8) → Benzoic acid (R)-1-((2S,3R)-2-acetoxy-4-oxo-azetidin-3-yl)-ethyl ester (101067-92-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In ethyl acetate; at 55 ℃;

DOI:10.1246/cl.1985.1343

Reference yield:

Benzoic acid (R)-1-((3S,4R)-2-oxo-4-trimethylsilanylethynyl-azetidin-3-yl)-ethyl ester (101067-90-7) → Benzoic acid (R)-1-((2S,3R)-2-acetoxy-4-oxo-azetidin-3-yl)-ethyl ester (101067-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / H₂SO₄, HgSO₄, H₂O / tetrahydrofuran / 60 °C

2: 95 percent / MCPBA / ethyl acetate / 55 °C

With sulfuric acid; water; mercury(II) sulfate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; ethyl acetate;

DOI:10.1246/cl.1985.1343

Reference yield:

benzoic acid (65-85-0,8013-63-6) → Benzoic acid (R)-1-((2S,3R)-2-acetoxy-4-oxo-azetidin-3-yl)-ethyl ester (101067-92-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / PPh₃, (=NCO₂Et)2

2: 75 percent / H₂SO₄, HgSO₄, H₂O / tetrahydrofuran / 60 °C

3: 95 percent / MCPBA / ethyl acetate / 55 °C

With sulfuric acid; water; mercury(II) sulfate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethyl acetate;

DOI:10.1246/cl.1985.1343

upstream raw materials:

Benzoic acid (R)-1-((2R,3S)-2-acetyl-4-oxo-azetidin-3-yl)-ethyl ester

Benzoic acid (R)-1-((3S,4R)-2-oxo-4-trimethylsilanylethynyl-azetidin-3-yl)-ethyl ester

benzoic acid

Downstream raw materials:

Benzoic acid (R)-1-((2R,3S)-2-ethoxycarbonylmethyl-4-oxo-azetidin-3-yl)-ethyl ester

(5R,6S)-6-((R)-1-Benzoyloxy-ethyl)-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

Benzoic acid (R)-1-{(2R,3S)-2-[3-diazo-3-(4-nitro-benzyloxycarbonyl)-2-oxo-propyl]-4-oxo-azetidin-3-yl}-ethyl ester

Benzoic acid (R)-1-[(2S,3S)-2-(1-methoxycarbonyl-ethyl)-4-oxo-azetidin-3-yl]-ethyl ester