2-(2-oxo-3-phenylacetamido-1-azetidinyl)-2-<(t-butyl)dimethylsilyloxy-(methoxycarbonyl)methyl>malonic acid

Base Information

Chemical Name:2-(2-oxo-3-phenylacetamido-1-azetidinyl)-2-<(t-butyl)dimethylsilyloxy-(methoxycarbonyl)methyl>malonic acid
CAS No.:84080-48-8
Molecular Formula:C₂₃H₃₂N₂O₉Si
Molecular Weight:508.601
Hs Code.:

Synonyms:2-(2-oxo-3-phenylacetamido-1-azetidinyl)-2-<(t-butyl)dimethylsilyloxy-(methoxycarbonyl)methyl>malonic acid

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Chemical Property of 2-(2-oxo-3-phenylacetamido-1-azetidinyl)-2-<(t-butyl)dimethylsilyloxy-(methoxycarbonyl)methyl>malonic acid

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Technology Process of 2-(2-oxo-3-phenylacetamido-1-azetidinyl)-2-<(t-butyl)dimethylsilyloxy-(methoxycarbonyl)methyl>malonic acid

There total 8 articles about 2-(2-oxo-3-phenylacetamido-1-azetidinyl)-2-<(t-butyl)dimethylsilyloxy-(methoxycarbonyl)methyl>malonic acid 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: 50.0%

: 84080-47-7
dibenzyl 2-(2-oxo-3-phenylacetamido-1-azetidinyl)-2-malonate

: 84080-48-8
2-(2-oxo-3-phenylacetamido-1-azetidinyl)-2-<(t-butyl)dimethylsilyloxy-(methoxycarbonyl)methyl>malonic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 25 ℃; for 3h; under 2327.2 Torr;
DOI:10.1002/hlca.19820650508

Reference yield:

: 84080-31-9
dibenzyl 2-amino-2-(hydroxy-methoxycarbonylmethyl)malonate

: 84080-48-8
2-(2-oxo-3-phenylacetamido-1-azetidinyl)-2-<(t-butyl)dimethylsilyloxy-(methoxycarbonyl)methyl>malonic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 40 percent / imidazole / dimethylformamide / 4 h / 25 °C

2: benzene / 18 h / Heating; Dean-Stark strap

3: NEt₃ / CH₂Cl₂ / 5 h / 25 °C

4: H₂S/NEt₃ / CH₂Cl₂ / 1.5 h / 0 °C

5: pyridine / CH₂Cl₂ / 2 h

6: 70 percent / 1.) O₃; 2.) (CH₃)2S / CH₂Cl₂ / 1.) -78 deg C, 2 h; 2.) up to RT, 2 h

7: 20 percent / tris(triphenylphosphine)rhodium chloride / benzene / 2 h / Heating

8: 50 percent / H₂ / Pd/C / ethyl acetate / 3 h / 25 °C / 2327.2 Torr

With pyridine; 1H-imidazole; Wilkinson's catalyst; dimethylsulfide; hydrogen sulfide; hydrogen; ozone; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1002/hlca.19820650508

Reference yield:

: 84080-32-0
dibutyl 2-amino-2-<((t-butyl)dimethylsilyloxy)methoxycarbonyl-methyl>malonate

: 84080-48-8
2-(2-oxo-3-phenylacetamido-1-azetidinyl)-2-<(t-butyl)dimethylsilyloxy-(methoxycarbonyl)methyl>malonic acid

Guidance literature:: Multi-step reaction with 7 steps

1: benzene / 18 h / Heating; Dean-Stark strap

2: NEt₃ / CH₂Cl₂ / 5 h / 25 °C

3: H₂S/NEt₃ / CH₂Cl₂ / 1.5 h / 0 °C

4: pyridine / CH₂Cl₂ / 2 h

5: 70 percent / 1.) O₃; 2.) (CH₃)2S / CH₂Cl₂ / 1.) -78 deg C, 2 h; 2.) up to RT, 2 h

6: 20 percent / tris(triphenylphosphine)rhodium chloride / benzene / 2 h / Heating

7: 50 percent / H₂ / Pd/C / ethyl acetate / 3 h / 25 °C / 2327.2 Torr

With pyridine; Wilkinson's catalyst; dimethylsulfide; hydrogen sulfide; hydrogen; ozone; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate; benzene;
DOI:10.1002/hlca.19820650508