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

Base Information

• Chemical Name: 2-<3-phenylacetamido-4-thiocyanomethyl-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate
• CAS No.: 122692-30-2
• Molecular Formula: C₁₇H₁₆Cl₃N₃O₄S
• Molecular Weight: 464.757
• Mol file: 122692-30-2.mol

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

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

There total 2 articles about 2-<3-phenylacetamido-4-thiocyanomethyl-(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: 82.0%

iodoacetonitrile (624-75-9) + 2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate (122691-74-1) → 2-<3-phenylacetamido-4-thiocyanomethyl-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate (122692-30-2)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 1h; then 20 deg C;

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-thiocyanomethyl-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate (122692-30-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 82 percent / triethylamine / dimethylformamide / 1 h / 0 °C / then 20 deg C

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

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

Reference yield: 79.0%

2-<3-phenylacetamido-4-thiocyanomethyl-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate (122692-30-2) → 2-<3-phenylacetamido-4-cyanomethylsulfonyl-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate (122692-61-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 1h; then 20 deg C;

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

upstream raw materials:

iodoacetonitrile

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-cyanomethylsulfonyl-(3R,4R)-azetidin-2-on-1-yl>-trichloroethyl acetate

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