4-(benzoylamino)-1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidin-2-one

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Chemical Name:4-(benzoylamino)-1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidin-2-one
CAS No.:956513-04-5
Molecular Formula:C₂₈H₃₆N₄O₇
Molecular Weight:540.616
Hs Code.:

Synonyms:4-(benzoylamino)-1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidin-2-one

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Chemical Property of 4-(benzoylamino)-1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidin-2-one

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Technology Process of 4-(benzoylamino)-1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidin-2-one

There total 5 articles about 4-(benzoylamino)-1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidin-2-one 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: 59.0%

: 956512-94-0
1,5,5-tris(pivaloyloxymethyl)pyrrolidin-2-one

: 26661-13-2
4-N-benzoylcytosine

: 956513-04-5
4-(benzoylamino)-1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidin-2-one

Guidance literature:: 4-N-benzoylcytosine; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 20 ℃; for 1h;

1,5,5-tris(pivaloyloxymethyl)pyrrolidin-2-one; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 24h; Further stages.;
DOI:10.1016/j.tet.2007.08.032

Reference yield:

: 956512-91-7
3-(3-nitro-1,5-dioxaspiro[5.5]undec-3-yl)propionic acid methyl ester

: 956513-04-5
4-(benzoylamino)-1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 57 percent / hydrogen / Pd/C / methanol / 24 h / 70 °C / 37503.8 Torr

2.1: Dowex-50 H⁽¹⁺⁾-form / methanol / 72 h / 20 °C

3.1: pyridine / 24 h / 20 °C

4.1: 2.78 g / sodium hydride / dimethylformamide; various solvent(s) / 72 h / 20 °C

5.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 1 h / 20 °C

5.2: 59 percent / trimethylsilyl triflate / acetonitrile / 24 h / 20 °C

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; hydrogen; sodium hydride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2007.08.032

Reference yield:

: 956512-93-9
5,5-bis(pivaloyloxymethyl)pyrrolidin-2-one

: 956513-04-5
4-(benzoylamino)-1-{[5',5'-bis(pivaloyloxymethyl)pyrrolidin-2'-on-1'-yl]methyl}-1H,3H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2.78 g / sodium hydride / dimethylformamide; various solvent(s) / 72 h / 20 °C

2.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 1 h / 20 °C

2.2: 59 percent / trimethylsilyl triflate / acetonitrile / 24 h / 20 °C

With N,O-bis-(trimethylsilyl)-acetamide; sodium hydride; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2007.08.032