ethoxycarbonyl 2-<(2R,S_S)-2-benzylsulfinamoyl-4-oxoazetidin-1-yl>-3-methylbut-2-enoate

Base Information

• Chemical Name: ethoxycarbonyl 2-<(2R,S_S)-2-benzylsulfinamoyl-4-oxoazetidin-1-yl>-3-methylbut-2-enoate
• CAS No.: 157027-17-3
• Molecular Formula: C₁₈H₂₂N₂O₆S
• Molecular Weight: 394.448
• Mol file: 157027-17-3.mol

Synonyms:ethoxycarbonyl 2-<(2R,S_S)-2-benzylsulfinamoyl-4-oxoazetidin-1-yl>-3-methylbut-2-enoate

Chemical Property of ethoxycarbonyl 2-<(2R,S_S)-2-benzylsulfinamoyl-4-oxoazetidin-1-yl>-3-methylbut-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethoxycarbonyl 2-<(2R,S_S)-2-benzylsulfinamoyl-4-oxoazetidin-1-yl>-3-methylbut-2-enoate

There total 3 articles about ethoxycarbonyl 2-<(2R,S_S)-2-benzylsulfinamoyl-4-oxoazetidin-1-yl>-3-methylbut-2-enoate 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: 78.0%

chloroformic acid ethyl ester (541-41-3) + 2-<(2R,SS)-2-benzylsulfinamoyl-4-oxoazetidin-1-yl>-3-methylbut-2-enoic acid (157027-23-1) → ethoxycarbonyl 2-<(2R,SS)-2-benzylsulfinamoyl-4-oxoazetidin-1-yl>-3-methylbut-2-enoate (157027-17-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/0957-4166(94)80131-2

Reference yield:

2-((R)-2-Methoxysulfinyl-4-oxo-azetidin-1-yl)-3-methyl-but-2-enoic acid benzyl ester → ethoxycarbonyl 2-<(2R,SS)-2-benzylsulfinamoyl-4-oxoazetidin-1-yl>-3-methylbut-2-enoate (157027-17-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) HCl gas / 1.) CH₂Cl₂, 30 min, 2.) CH₂Cl₂, RT, 30 min

2: 58 percent / AlCl₃, anisole / CH₂Cl₂ / 2 h / 0 - 20 °C

3: 78 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With hydrogenchloride; aluminium trichloride; methoxybenzene; triethylamine; In dichloromethane;

DOI:10.1016/0957-4166(94)80131-2

Reference yield:

benzylamine (100-46-9) → ethoxycarbonyl 2-<(2R,SS)-2-benzylsulfinamoyl-4-oxoazetidin-1-yl>-3-methylbut-2-enoate (157027-17-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) HCl gas / 1.) CH₂Cl₂, 30 min, 2.) CH₂Cl₂, RT, 30 min

2: 58 percent / AlCl₃, anisole / CH₂Cl₂ / 2 h / 0 - 20 °C

3: 78 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With hydrogenchloride; aluminium trichloride; methoxybenzene; triethylamine; In dichloromethane;

DOI:10.1016/0957-4166(94)80131-2

upstream raw materials:

chloroformic acid ethyl ester

2-<(2R,S_S)-2-benzylsulfinamoyl-4-oxoazetidin-1-yl>-3-methylbut-2-enoic acid

benzylamine

Downstream raw materials:

(5S,6R)-4-benzyl-2-isopropylidene-5-oxo-5-thia-1,4-diazabicyclo<4.2.0>octane-3,8-dione

benzyl (2R,S_S)-1-(1-benzylcarbamoyl-2-methylprop-1-enyl)-4-oxoazetidine-2-sulfinamide

methyl (2R,S_S)-1-(1-benzylcarbamoyl-2-methylpropenyl)-4-oxoazetidine-2-sulfinate