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

Base Information

• Chemical Name: 2-<3-phenylacetamido-4-ethylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-allyl acetate
• CAS No.: 122691-83-2
• Molecular Formula: C₁₉H₂₂N₂O₆S
• Molecular Weight: 406.459

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

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

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

There total 2 articles about 2-<3-phenylacetamido-4-ethylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-allyl 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: 73.0%

chloroformic acid ethyl ester (541-41-3) + 2-<3-phenylacetamido-4-thiol-(3R,4R)-azetidin-2-on-1-yl>-allyl acetate (124166-16-1) → 2-<3-phenylacetamido-4-ethylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-allyl acetate (122691-83-2)

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>-allyl acetate (87996-79-0) → 2-<3-phenylacetamido-4-ethylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-allyl acetate (122691-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / 1.2 N aq HCl / dimethylformamide / 1 h / Ambient temperature

2: 73 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: 72.0%

2-<3-phenylacetamido-4-ethylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>-allyl acetate (122691-83-2) → 2-<3-phenylacetamido-4-ethylthiocarbonate-(3R,4R)-azetidin-2-on-1-yl>acetic acid (122691-88-7)

Guidance literature:

With palladium-triphenylphosphine; 2-Ethylhexanoic acid; at 20 ℃;

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

upstream raw materials:

chloroformic acid ethyl ester

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

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

Downstream raw materials:

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

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