methyl 3-phenoxy-4,5-dithia-2,7-diazabicyclo<4.2.0>oct-2-ene-8-one-7-isopropenyl acetate

Base Information

• Chemical Name: methyl 3-phenoxy-4,5-dithia-2,7-diazabicyclo<4.2.0>oct-2-ene-8-one-7-isopropenyl acetate
• CAS No.: 59997-09-0
• Molecular Formula: C₁₆H₁₆N₂O₄S₂
• Molecular Weight: 364.446
• Mol file: 59997-09-0.mol

Synonyms:methyl 3-phenoxy-4,5-dithia-2,7-diazabicyclo<4.2.0>oct-2-ene-8-one-7-isopropenyl acetate

Chemical Property of methyl 3-phenoxy-4,5-dithia-2,7-diazabicyclo<4.2.0>oct-2-ene-8-one-7-isopropenyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-phenoxy-4,5-dithia-2,7-diazabicyclo<4.2.0>oct-2-ene-8-one-7-isopropenyl acetate

There total 7 articles about methyl 3-phenoxy-4,5-dithia-2,7-diazabicyclo<4.2.0>oct-2-ene-8-one-7-isopropenyl acetate 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: 52.0%

(2S,4S,5R,6R)-3,3-Dimethyl-4,7-dioxo-6-phenoxythiocarbonylamino-4λ4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester (131830-27-8) → methyl 3-phenoxy-4,5-dithia-2,7-diazabicyclo<4.2.0>oct-2-ene-8-one-7-isopropenyl acetate (59997-09-0)

Guidance literature:

With 2,3-Dimethylaniline; In toluene; at 120 ℃; for 1.5h;

Reference yield:

6β-aminopenicillanic acid 1β-sulfoxide (33069-18-0) → methyl 3-phenoxy-4,5-dithia-2,7-diazabicyclo<4.2.0>oct-2-ene-8-one-7-isopropenyl acetate (59997-09-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 49 percent / 2 N aq. KOH / H₂O; tetrahydrofuran / 1 h

2: 58 percent / diethyl ether; tetrahydrofuran / 1 h / 0 °C

3: 52 percent / dimethylaniline / toluene / 1.5 h / 120 °C

With potassium hydroxide; 2,3-Dimethylaniline; In tetrahydrofuran; diethyl ether; water; toluene;

Reference yield:

6β-phenoxythiocarbamidopenicillanic acid 1β-sulfoxide (131830-24-5) → methyl 3-phenoxy-4,5-dithia-2,7-diazabicyclo<4.2.0>oct-2-ene-8-one-7-isopropenyl acetate (59997-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / diethyl ether; tetrahydrofuran / 1 h / 0 °C

2: 52 percent / dimethylaniline / toluene / 1.5 h / 120 °C

With 2,3-Dimethylaniline; In tetrahydrofuran; diethyl ether; toluene;

upstream raw materials:

(2S,4S,5R,6R)-3,3-Dimethyl-4,7-dioxo-6-phenoxythiocarbonylamino-4λ⁴-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid methyl ester

6β-aminopenicillanic acid 1β-sulfoxide

6β-phenoxythiocarbamidopenicillanic acid 1β-sulfoxide

phenylcarbonochloridothioate

Downstream raw materials:

methyl 2-<2'(R)-chloro-4'-oxo-3'S-α-phenoxy-α-chloromethyleneiminoazetidin-1'-yl>-3-chloromethyl-3-chlorosulfenyl butanoate

methyl 2-<2'(S)-chloro-4'-oxo-3'S-α-phenoxy-α-chloromethyleneiminoazetidin-1'-yl>-3-chloromethyl-3-chlorosulfenyl butanoate

(R)-3-Methyl-2-((1R,5R)-7-oxo-3-phenoxy-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid methyl ester