2-<3-phenylacetamido-4-thiochlorocarbonyl-(3R,4R)-azetidin-2-on-1-yl>-t-butyl acetate

Base Information

• Chemical Name: 2-<3-phenylacetamido-4-thiochlorocarbonyl-(3R,4R)-azetidin-2-on-1-yl>-t-butyl acetate
• CAS No.: 122691-77-4
• Molecular Formula: C₁₈H₂₁ClN₂O₅S
• Molecular Weight: 412.894
• Mol file: 122691-77-4.mol

Synonyms:2-<3-phenylacetamido-4-thiochlorocarbonyl-(3R,4R)-azetidin-2-on-1-yl>-t-butyl acetate

Chemical Property of 2-<3-phenylacetamido-4-thiochlorocarbonyl-(3R,4R)-azetidin-2-on-1-yl>-t-butyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<3-phenylacetamido-4-thiochlorocarbonyl-(3R,4R)-azetidin-2-on-1-yl>-t-butyl acetate

There total 2 articles about 2-<3-phenylacetamido-4-thiochlorocarbonyl-(3R,4R)-azetidin-2-on-1-yl>-t-butyl 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: 88.0%

phosgene (75-44-5) + 2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-t-butyl acetate (124166-15-0) → 2-<3-phenylacetamido-4-thiochlorocarbonyl-(3R,4R)-azetidin-2-on-1-yl>-t-butyl acetate (122691-77-4)

Guidance literature:

With triethylamine; In dichloromethane; toluene; Ambient temperature;

DOI:10.1016/0223-5234(88)90100-6

Reference yield:

2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-t-butyl acetate (76227-79-7) → 2-<3-phenylacetamido-4-thiochlorocarbonyl-(3R,4R)-azetidin-2-on-1-yl>-t-butyl acetate (122691-77-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / 1.2 N aq HCl / dimethylformamide / 1 h / Ambient temperature

2: 88 percent / triethylamine / toluene; CH₂Cl₂ / Ambient temperature

With hydrogenchloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/0223-5234(88)90100-6

upstream raw materials:

phosgene

2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-t-butyl acetate

2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-t-butyl acetate