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

Base Information

• Chemical Name: (2R)-1-(1-benzyloxycarbonyl-2-methylprop-1-enyl)-4-oxoazetidine-2-sulphinic acid
• CAS No.: 97129-33-4
• Molecular Formula: C₁₅H₁₇NO₅S
• Molecular Weight: 323.37
• Mol file: 97129-33-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (2R)-1-(1-benzyloxycarbonyl-2-methylprop-1-enyl)-4-oxoazetidine-2-sulphinic acid 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: 90.0%

(2S,5R)-Benzyl 3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo<3.2.0>heptane-2-carboxylate 4,4-Dioxide (69388-78-9) → (2R)-1-(1-benzyloxycarbonyl-2-methylprop-1-enyl)-4-oxoazetidine-2-sulphinic acid (97129-33-4)

Guidance literature:

With 2,6-dichloro-benzonitrile; In dichloromethane;

Reference yield:

5-amino-3,4-dimethylisoxazol (19947-75-2) + (2R)-1-(1-benzyloxycarbonyl-2-methylprop-1-enyl)-4-oxoazetidine-2-sulphinic acid (97129-33-4) + benzyl 2-<(2R)-2-(3,4-dimethylisoxazol-5-ylsulphinamoyl)-4-oxoazetidin-1-yl>-3-methylbut-2-enoate → benzyl 2-<(2R)-2-(3,4-dimethylisoxazol-5-ylsulphamoyl)-4-oxoazetidin-1-yl>-3-methylbut-2-enoate

Guidance literature:

In thionyl chloride; dichloromethane;

Reference yield:

(2R)-1-(1-benzyloxycarbonyl-2-methylprop-1-enyl)-4-oxoazetidine-2-sulphinic acid (97129-33-4) → (6R)-4-benzyloxycarbonyl-3-methylceph-3-em 1,1-dioxide (97129-37-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydrogen carbonate / acetone; H₂O

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

3: O₃ / CH₂Cl₂ / -78 °C

4: 84 percent / trimethyl phosphite / toluene / 2.5 h / 90 °C

With sodium hydrogencarbonate; ozone; sodium iodide; phosphorous acid trimethyl ester; In dichloromethane; water; acetone; toluene;

upstream raw materials:

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

Downstream raw materials:

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

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

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

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