2-<3-phenylacetamido-4-benzylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate

Base Information

• Chemical Name: 2-<3-phenylacetamido-4-benzylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate
• CAS No.: 122691-90-1
• Molecular Formula: C₂₃H₂₁Cl₃N₂O₆S
• Molecular Weight: 559.855
• Mol file: 122691-90-1.mol

Synonyms:2-<3-phenylacetamido-4-benzylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate

Chemical Property of 2-<3-phenylacetamido-4-benzylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<3-phenylacetamido-4-benzylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate

There total 2 articles about 2-<3-phenylacetamido-4-benzylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl 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: 86.0%

benzyl chloroformate (501-53-1,94274-21-2) + 2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate (122691-74-1) → 2-<3-phenylacetamido-4-benzylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate (122691-90-1)

Guidance literature:

With triethylamine; In dichloromethane; for 2h; 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>-acetic acid-β-trichloroethyl ester (87996-82-5) → 2-<3-phenylacetamido-4-benzylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate (122691-90-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / 1.2 N aq HCl / dimethylformamide / 1 h / Ambient temperature

2: 86 percent / triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

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

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

Reference yield: 82.0%

2-<3-phenylacetamido-4-benzylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate (122691-90-1) → 2-<3-phenylacetamido-4-benzylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>acetic acid (122691-93-4)

Guidance literature:

With acetic acid; zinc; In N,N-dimethyl-formamide; at 0 ℃; for 4h;

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

upstream raw materials:

benzyl chloroformate

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

2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid-β-trichloroethyl ester

Downstream raw materials:

2-<3-phenylacetamido-4-benzylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>acetic acid