(S)-benzyl 2-((2S,5R,6R)-6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxamido)propanoate

Base Information

• Chemical Name: (S)-benzyl 2-((2S,5R,6R)-6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxamido)propanoate
• CAS No.: 1234213-29-6
• Molecular Formula: C₂₆H₂₅N₃O₆S
• Molecular Weight: 507.567
• Mol file: 1234213-29-6.mol

Synonyms:

Chemical Property of (S)-benzyl 2-((2S,5R,6R)-6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxamido)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-benzyl 2-((2S,5R,6R)-6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxamido)propanoate

There total 1 articles about (S)-benzyl 2-((2S,5R,6R)-6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxamido)propanoate 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:

O-ethyl-carbonic 6β-phthalimido-penicillanic anhydride (23972-10-3) + H-Ala-OBzl (17831-01-5) → (S)-benzyl 2-((2S,5R,6R)-6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxamido)propanoate (1234213-29-6)

Guidance literature:

In dichloromethane; at 0 ℃; for 2.5h;

DOI:10.1016/j.bmc.2010.03.045

Reference yield: 7.0%

(S)-benzyl 2-((2S,5R,6R)-6-(1,3-dioxoisoindolin-2-yl)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxamido)propanoate (1234213-29-6) → (S)-benzyl 2-((S)-4-((2R,3R)-2-chloro-3-(1,3-dioxoisoindolin-2-yl)-4-oxoazetidin-1-yl)-5,5-dimethyl-3-oxoisothiazolidin-2-yl)propanoate (1234213-34-3) + (S)-benzyl 2-((S)-4-((2S,3R)-2-chloro-3-(1,3-dioxoisoindolin-2-yl)-4-oxoazetidin-1-yl)-5,5-dimethyl-3-oxoisothiazolidin-2-yl)propanoate (1234213-39-8)

Guidance literature:

With sulfuryl dichloride; In dichloromethane; at 20 ℃; for 1h; optical yield given as %de; stereoselective reaction;

DOI:10.1016/j.bmc.2010.03.045

upstream raw materials:

O-ethyl-carbonic 6β-phthalimido-penicillanic anhydride

H-Ala-OBzl

Downstream raw materials:

(S)-benzyl 2-((S)-4-((2R,3R)-2-chloro-3-(1,3-dioxoisoindolin-2-yl)-4-oxoazetidin-1-yl)-5,5-dimethyl-3-oxoisothiazolidin-2-yl)propanoate

(S)-benzyl 2-((S)-4-((2S,3R)-2-chloro-3-(1,3-dioxoisoindolin-2-yl)-4-oxoazetidin-1-yl)-5,5-dimethyl-3-oxoisothiazolidin-2-yl)propanoate