benzyl 2-<(2R)-2-acetonylsulphonyl-4-oxoazetidin-1-yl>glyoxylate

Base Information

• Chemical Name: benzyl 2-<(2R)-2-acetonylsulphonyl-4-oxoazetidin-1-yl>glyoxylate
• CAS No.: 97129-36-7
• Molecular Formula: C₁₅H₁₅NO₇S
• Molecular Weight: 353.353
• Mol file: 97129-36-7.mol

Synonyms:benzyl 2-<(2R)-2-acetonylsulphonyl-4-oxoazetidin-1-yl>glyoxylate

Chemical Property of benzyl 2-<(2R)-2-acetonylsulphonyl-4-oxoazetidin-1-yl>glyoxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-<(2R)-2-acetonylsulphonyl-4-oxoazetidin-1-yl>glyoxylate

There total 4 articles about benzyl 2-<(2R)-2-acetonylsulphonyl-4-oxoazetidin-1-yl>glyoxylate 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:

benzyl 2-<(2R)-2-acetonylsulphonyl-4-oxo-azetidin-1-yl>-3-methylbut-2-enoate (97129-35-6) → benzyl 2-<(2R)-2-acetonylsulphonyl-4-oxoazetidin-1-yl>glyoxylate (97129-36-7)

Guidance literature:

With dimethylsulfide; In dichloromethane; at -78 ℃; Yield given;

DOI:10.1016/S0040-4039(00)61921-4

Reference yield:

(2S,5R)-Benzyl 3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4,4-Dioxide (69388-78-9) → benzyl 2-<(2R)-2-acetonylsulphonyl-4-oxoazetidin-1-yl>glyoxylate (97129-36-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / DBN / CH₂Cl₂

2: sodium hydrogen carbonate / acetone; H₂O

3: 80 percent / sodium iodide / acetone / 19 h

4: O₃ / CH₂Cl₂ / -78 °C

With 2,6-dichloro-benzonitrile; sodium hydrogencarbonate; ozone; sodium iodide; In dichloromethane; water; acetone;

Reference yield:

(2R)-1-(1-benzyloxycarbonyl-2-methylprop-1-enyl)-4-oxoazetidine-2-sulphinic acid (97129-33-4) → benzyl 2-<(2R)-2-acetonylsulphonyl-4-oxoazetidin-1-yl>glyoxylate (97129-36-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydrogen carbonate / acetone; H₂O

2: 80 percent / sodium iodide / acetone / 19 h

3: O₃ / CH₂Cl₂ / -78 °C

With sodium hydrogencarbonate; ozone; sodium iodide; In dichloromethane; water; acetone;

upstream raw materials:

benzyl 2-<(2R)-2-acetonylsulphonyl-4-oxo-azetidin-1-yl>-3-methylbut-2-enoate

(2S,5R)-Benzyl 3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4,4-Dioxide

(2R)-1-(1-benzyloxycarbonyl-2-methylprop-1-enyl)-4-oxoazetidine-2-sulphinic acid

Sodium; (R)-1-(1-benzyloxycarbonyl-2-methyl-propenyl)-4-oxo-azetidine-2-sulfinate

Downstream raw materials:

(6R)-4-benzyloxycarbonyl-3-methylceph-3-em 1,1-dioxide