2-chloro-2-propenyl (3S,5R,6R)-2,2-dimethyl-6-(phenylacetamido)-7-oxopenam-3-carboxylate

Base Information

Chemical Name:2-chloro-2-propenyl (3S,5R,6R)-2,2-dimethyl-6-(phenylacetamido)-7-oxopenam-3-carboxylate
CAS No.:76627-82-2
Molecular Formula:C₁₉H₂₁ClN₂O₄S
Molecular Weight:408.906
Hs Code.:

Synonyms:2-chloro-2-propenyl (3S,5R,6R)-2,2-dimethyl-6-(phenylacetamido)-7-oxopenam-3-carboxylate

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Chemical Property of 2-chloro-2-propenyl (3S,5R,6R)-2,2-dimethyl-6-(phenylacetamido)-7-oxopenam-3-carboxylate

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of 2-chloro-2-propenyl (3S,5R,6R)-2,2-dimethyl-6-(phenylacetamido)-7-oxopenam-3-carboxylate

There total 2 articles about 2-chloro-2-propenyl (3S,5R,6R)-2,2-dimethyl-6-(phenylacetamido)-7-oxopenam-3-carboxylate 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: 94.0%

: 78-88-6
2,3-Dichloroprop-1-ene

: 113-98-4
Penicillin G potassium

: 76627-82-2
2-chloro-2-propenyl (3S,5R,6R)-2,2-dimethyl-6-(phenylacetamido)-7-oxopenam-3-carboxylate

Guidance literature:: With sodium iodide; In N,N-dimethyl-formamide; at 25 ℃; for 20h;
DOI:10.1021/jo00342a048

Reference yield:

: 80127-23-7
allyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

: 76627-82-2
2-chloro-2-propenyl (3S,5R,6R)-2,2-dimethyl-6-(phenylacetamido)-7-oxopenam-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / potassium 2-ethylhexanoate, tetrakis(triphenylphosphine)palladium, PPh₃ / ethyl acetate / 2 h / 25 °C

2: 94 percent / sodium iodide / dimethylformamide / 20 h / 25 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium 2-ethylhexanoate; triphenylphosphine; sodium iodide; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo00342a048

Reference yield:

: 76627-82-2
2-chloro-2-propenyl (3S,5R,6R)-2,2-dimethyl-6-(phenylacetamido)-7-oxopenam-3-carboxylate

: 27255-72-7
7-phenylacetamidodesacetoxycephalosporanic acid

Guidance literature:: Multi-step reaction with 3 steps

1: m-chloroperbenzoic acid (MCPBA) / CH₂Cl₂

2: 54 percent / 85percent phosphoric acid, pyridine / dioxane / 5 h / Heating

3: 54 percent / potassium 2-ethylhexanoate, tetrakis(triphenylphosphine)palladium, PPh₃ / CH₂Cl₂; ethyl acetate / 1 h / Ambient temperature

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; phosphoric acid; potassium 2-ethylhexanoate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In 1,4-dioxane; dichloromethane; ethyl acetate;
DOI:10.1021/jo00342a048