potassium (1R,5R,6S)-2-<4'-(hydroxymethyl)phenyl>-6-<(1R)-1-hydroxyethyl>-1-methylcarbapen-2-em-3-carboxylate

Base Information

Chemical Name:potassium (1R,5R,6S)-2-<4'-(hydroxymethyl)phenyl>-6-<(1R)-1-hydroxyethyl>-1-methylcarbapen-2-em-3-carboxylate
CAS No.:107655-37-8
Molecular Formula:C₁₇H₁₈NO₅*K
Molecular Weight:355.432
Hs Code.:

Synonyms:potassium (1R,5R,6S)-2-<4'-(hydroxymethyl)phenyl>-6-<(1R)-1-hydroxyethyl>-1-methylcarbapen-2-em-3-carboxylate

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Chemical Property of potassium (1R,5R,6S)-2-<4'-(hydroxymethyl)phenyl>-6-<(1R)-1-hydroxyethyl>-1-methylcarbapen-2-em-3-carboxylate

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Technology Process of potassium (1R,5R,6S)-2-<4'-(hydroxymethyl)phenyl>-6-<(1R)-1-hydroxyethyl>-1-methylcarbapen-2-em-3-carboxylate

There total 9 articles about potassium (1R,5R,6S)-2-<4'-(hydroxymethyl)phenyl>-6-<(1R)-1-hydroxyethyl>-1-methylcarbapen-2-em-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: 68.0%

: 107515-26-4
allyl (1R,5R,6S)-2-<4'-(hydroxymethyl)phenyl>-6-<(1R)-1-hydroxyethyl>-1-methylcarbapen-2-em-3-carboxylate

: 107655-37-8
potassium (1R,5R,6S)-2-<4'-(hydroxymethyl)phenyl>-6-<(1R)-1-hydroxyethyl>-1-methylcarbapen-2-em-3-carboxylate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium 2-ethylhexanoate; triphenylphosphine; In dichloromethane; ethyl acetate; for 0.0833333h;
DOI:10.1021/jm00388a022

Reference yield:

: 93711-85-4,97101-07-0,113033-46-8,120710-59-0,120710-60-3,90776-58-2
(2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionic acid

: 107655-37-8
potassium (1R,5R,6S)-2-<4'-(hydroxymethyl)phenyl>-6-<(1R)-1-hydroxyethyl>-1-methylcarbapen-2-em-3-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1: 73 percent / imidazole / dimethylformamide / 4 h / 47 °C

2: toluene / 12 h / Heating

3: 6.2 g / thionyl chloride, pyridine / tetrahydrofuran / 0.75 h / -40 - -20 °C

4: 13.9 g / dimethylformamide / 1.5 h / Ambient temperature

5: triethylamine / CH₂Cl₂ / 1 h / 0 °C

6: 68 percent / tetrahydrofuran / 1 h / 0 °C

7: 70 percent / hydroquinone / xylene / 16 h / 130 °C

8: 62 percent / glacial acetic acid, tetra-n-butylammonium fluoride / tetrahydrofuran / 36 h / Ambient temperature

9: 68 percent / triphenylphosphine, potassium 2-ethylhexanoate, tetrakis(triphenylphosphine)palladium / ethyl acetate; CH₂Cl₂ / 0.08 h

With pyridine; 1H-imidazole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; tetrabutyl ammonium fluoride; potassium 2-ethylhexanoate; acetic acid; triethylamine; hydroquinone; triphenylphosphine; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; xylene;
DOI:10.1021/jm00388a022

Reference yield:

: 107514-91-0
(3S,4R)-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(1R)-1-<<(tert-butyldimethylsilyl)oxy>carbonyl>ethyl>azetidin-2-one

: 107655-37-8
potassium (1R,5R,6S)-2-<4'-(hydroxymethyl)phenyl>-6-<(1R)-1-hydroxyethyl>-1-methylcarbapen-2-em-3-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: toluene / 12 h / Heating

2: 6.2 g / thionyl chloride, pyridine / tetrahydrofuran / 0.75 h / -40 - -20 °C

3: 13.9 g / dimethylformamide / 1.5 h / Ambient temperature

4: triethylamine / CH₂Cl₂ / 1 h / 0 °C

5: 68 percent / tetrahydrofuran / 1 h / 0 °C

6: 70 percent / hydroquinone / xylene / 16 h / 130 °C

7: 62 percent / glacial acetic acid, tetra-n-butylammonium fluoride / tetrahydrofuran / 36 h / Ambient temperature

8: 68 percent / triphenylphosphine, potassium 2-ethylhexanoate, tetrakis(triphenylphosphine)palladium / ethyl acetate; CH₂Cl₂ / 0.08 h

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; tetrabutyl ammonium fluoride; potassium 2-ethylhexanoate; acetic acid; triethylamine; hydroquinone; triphenylphosphine; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; xylene;
DOI:10.1021/jm00388a022