(3S,4R)-1-benzyl-3-<(5R)-5-(carboxyl)pyrrolidin-2-on-1-yl>-4-styryl-2-azetidinone

Base Information

Chemical Name:(3S,4R)-1-benzyl-3-<(5R)-5-(carboxyl)pyrrolidin-2-on-1-yl>-4-styryl-2-azetidinone
CAS No.:130675-57-9
Molecular Formula:C₂₃H₂₂N₂O₄
Molecular Weight:390.439
Hs Code.:

Synonyms:(3S,4R)-1-benzyl-3-<(5R)-5-(carboxyl)pyrrolidin-2-on-1-yl>-4-styryl-2-azetidinone

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Chemical Property of (3S,4R)-1-benzyl-3-<(5R)-5-(carboxyl)pyrrolidin-2-on-1-yl>-4-styryl-2-azetidinone

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Technology Process of (3S,4R)-1-benzyl-3-<(5R)-5-(carboxyl)pyrrolidin-2-on-1-yl>-4-styryl-2-azetidinone

There total 9 articles about (3S,4R)-1-benzyl-3-<(5R)-5-(carboxyl)pyrrolidin-2-on-1-yl>-4-styryl-2-azetidinone 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: 80.0%

: 130675-56-8
(3S,4R)-1-benzyl-3-<(5R)-5-(hydroxymethyl)pyrrolidin-2-on-1-yl>-4-styryl-2-azetidinone

: 130675-57-9
(3S,4R)-1-benzyl-3-<(5R)-5-(carboxyl)pyrrolidin-2-on-1-yl>-4-styryl-2-azetidinone

Guidance literature:: With jones reagent; In acetone; for 2h; Ambient temperature;
DOI:10.1248/cpb.38.1601

Reference yield:

: 94615-12-0
(S)-5-(methoxymethoxy)methyl-2-pyrrolidinone

: 130675-57-9
(3S,4R)-1-benzyl-3-<(5R)-5-(carboxyl)pyrrolidin-2-on-1-yl>-4-styryl-2-azetidinone

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / NaH / tetrahydrofuran; dimethylformamide / 20 h / Ambient temperature

2: 79 percent / H₂ / 5percent Pd-C / ethanol / 6 h / 760 Torr / Ambient temperature

3: TEA / CH₂Cl₂ / 0.5 h / 0 °C

4: 66.4 percent / TEA / CH₂Cl₂ / 15 h / 0 °C

5: 78 percent / 10percent aq. HCl / methanol / 2 h / 55 °C

6: 80 percent / Jones reagent / acetone / 2 h / Ambient temperature

With hydrogenchloride; jones reagent; TEA; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.38.1601

Reference yield:

: 130675-41-1
(5S)-1-<(benzyloxycarbonyl))methyl>-5-<(methoxymethoxy)methyl>-2-pyrrolidinone

: 130675-57-9
(3S,4R)-1-benzyl-3-<(5R)-5-(carboxyl)pyrrolidin-2-on-1-yl>-4-styryl-2-azetidinone

Guidance literature:: Multi-step reaction with 5 steps

1: 79 percent / H₂ / 5percent Pd-C / ethanol / 6 h / 760 Torr / Ambient temperature

2: TEA / CH₂Cl₂ / 0.5 h / 0 °C

3: 66.4 percent / TEA / CH₂Cl₂ / 15 h / 0 °C

4: 78 percent / 10percent aq. HCl / methanol / 2 h / 55 °C

5: 80 percent / Jones reagent / acetone / 2 h / Ambient temperature

With hydrogenchloride; jones reagent; TEA; hydrogen; palladium on activated charcoal; In methanol; ethanol; dichloromethane; acetone;
DOI:10.1248/cpb.38.1601