spiro 5-[N-[4-methoxycarbonyl-2-nitrophenyl]pyrrolidin-2-one]-5-(1,3-dioxa-2-phenylcyclopentane)

Base Information

Chemical Name:spiro 5-[N-[4-methoxycarbonyl-2-nitrophenyl]pyrrolidin-2-one]-5-(1,3-dioxa-2-phenylcyclopentane)
CAS No.:623162-12-9
Molecular Formula:C₂₂H₂₂N₂O₇
Molecular Weight:426.426
Hs Code.:

Synonyms:spiro 5-[N-[4-methoxycarbonyl-2-nitrophenyl]pyrrolidin-2-one]-5-(1,3-dioxa-2-phenylcyclopentane)

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Chemical Property of spiro 5-[N-[4-methoxycarbonyl-2-nitrophenyl]pyrrolidin-2-one]-5-(1,3-dioxa-2-phenylcyclopentane)

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Technology Process of spiro 5-[N-[4-methoxycarbonyl-2-nitrophenyl]pyrrolidin-2-one]-5-(1,3-dioxa-2-phenylcyclopentane)

There total 4 articles about spiro 5-[N-[4-methoxycarbonyl-2-nitrophenyl]pyrrolidin-2-one]-5-(1,3-dioxa-2-phenylcyclopentane) 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: 77.0%

: 100-52-7
benzaldehyde

: 221382-43-0
5-(2-hydroxyethyl)-5-hydroxymethyl-N-(4-methoxycarbonyl-2-nitrophenyl)pyrrolidin-2-one

: 623162-12-9
spiro 5-[N-[4-methoxycarbonyl-2-nitrophenyl]pyrrolidin-2-one]-5-(1,3-dioxa-2-phenylcyclopentane)

Guidance literature:: With toluene-4-sulfonic acid; at 20 ℃; for 24h;
DOI:10.1016/S0968-0896(03)00271-2

Reference yield:

: 221382-03-2
diethyl 2-[4-(methoxycarbonyl)phenylamino]malonate

: 623162-12-9
spiro 5-[N-[4-methoxycarbonyl-2-nitrophenyl]pyrrolidin-2-one]-5-(1,3-dioxa-2-phenylcyclopentane)

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / NaH / dimethylformamide / 36 h / 20 °C

2: 84 percent / Na; MeOH / 1 h / 0 °C

3: 67 percent / lithium diisopropylamide / tetrahydrofuran / 4 h / -70 - -60 °C

4: 87 percent / [NO₂]BF₄ / CH₂Cl₂ / 16 h / 0 - 20 °C

5: 81 percent / NaBH₄ / methanol; tetrahydrofuran / 4 h / 0 - 5 °C

6: 77 percent / p-toluenesulfonic acid / 24 h / 20 °C

With methanol; sodium tetrahydroborate; nitronium tetrafluoborate; sodium; sodium hydride; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(03)00271-2

Reference yield:

: 221382-42-9
spiro 2-(γ-butyrolactone)-5-[N-(4-methoxycarbonyl-2-nitrophenyl)pyrrolidin-2-one]

: 623162-12-9
spiro 5-[N-[4-methoxycarbonyl-2-nitrophenyl]pyrrolidin-2-one]-5-(1,3-dioxa-2-phenylcyclopentane)

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / NaBH₄ / methanol; tetrahydrofuran / 4 h / 0 - 5 °C

2: 77 percent / p-toluenesulfonic acid / 24 h / 20 °C

With sodium tetrahydroborate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol;
DOI:10.1016/S0968-0896(03)00271-2