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

Base Information

• Chemical Name: 2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-para-nitrobenzyl acetate
• CAS No.: 122691-73-0
• Molecular Formula: C₂₀H₁₉N₃O₆S
• Molecular Weight: 429.453
• Mol file: 122691-73-0.mol

Synonyms:2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-para-nitrobenzyl acetate

Chemical Property of 2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-para-nitrobenzyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-para-nitrobenzyl acetate

There total 1 articles about 2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-para-nitrobenzyl 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: 87.0%

2-<3-benzyl-6-oxo-2-thia-4,7-diaza-(1R,5R)-bicyclo-<3.2.0>-hept-3-en-7-yl>-acetic acid-p-nitrobenzyl ester (87996-81-4) → 2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-para-nitrobenzyl acetate (122691-73-0)

Guidance literature:

With hydrogenchloride; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

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

Reference yield: 93.0%

chloroformic acid ethyl ester (541-41-3) + 2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-para-nitrobenzyl acetate (122691-73-0) → 2-<3-phenylacetamido-4-ethylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-para-nitrobenzyl acetate (122691-84-3)

Guidance literature:

With triethylamine; In dichloromethane; for 2h; Ambient temperature;

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

Reference yield:

2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-para-nitrobenzyl acetate (122691-73-0) → 2-<3-phenylacetamido-4-ethylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>acetic acid (122691-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

2: 58 percent / hydrogen / palladium on charcoal / 20 °C

With hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane;

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

upstream raw materials:

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

Downstream raw materials:

2-<3-phenylacetamido-4-ethylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-para-nitrobenzyl acetate

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