tetrahydro-8a-(methoxymethyl)-5-oxo-1'-(4-pyridinyl)spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidine]-7(1H)-carboxylic acid phenylmethyl ester

Base Information

Chemical Name:tetrahydro-8a-(methoxymethyl)-5-oxo-1'-(4-pyridinyl)spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidine]-7(1H)-carboxylic acid phenylmethyl ester
CAS No.:441790-66-5
Molecular Formula:C₂₅H₃₁N₅O₄
Molecular Weight:465.552
Hs Code.:

Synonyms:tetrahydro-8a-(methoxymethyl)-5-oxo-1'-(4-pyridinyl)spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidine]-7(1H)-carboxylic acid phenylmethyl ester

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Chemical Property of tetrahydro-8a-(methoxymethyl)-5-oxo-1'-(4-pyridinyl)spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidine]-7(1H)-carboxylic acid phenylmethyl ester

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Technology Process of tetrahydro-8a-(methoxymethyl)-5-oxo-1'-(4-pyridinyl)spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidine]-7(1H)-carboxylic acid phenylmethyl ester

There total 5 articles about tetrahydro-8a-(methoxymethyl)-5-oxo-1'-(4-pyridinyl)spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidine]-7(1H)-carboxylic acid phenylmethyl ester 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: 51.0%

: 441790-65-4
C₂₀H₂₈N₄O₄

: 7379-35-3
4-chlorpyridine hydrochloride

: 441790-66-5
tetrahydro-8a-(methoxymethyl)-5-oxo-1'-(4-pyridinyl)spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidine]-7(1H)-carboxylic acid phenylmethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In ethanol; at 150 - 160 ℃; for 4h;
DOI:10.1248/cpb.54.1535

Reference yield:

: 441790-48-3
N-(2-hydroxy-3-methoxypropyl)-N-[(phenylmethoxy)carbonyl]glycine ethyl ester

: 441790-66-5
tetrahydro-8a-(methoxymethyl)-5-oxo-1'-(4-pyridinyl)spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidine]-7(1H)-carboxylic acid phenylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / 4-hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl benzoate; aq. potassium bromide; NaClO / sodium hydrogen carbonate / CH₂Cl₂ / cooling

2.1: 85 percent / toluene / 2.5 h / Heating

3.1: 1,8-bis(dimethylamino)naphthalene; α-chloroethyl chloroformate / 1,2-dichloro-ethane / 1 h / 20 °C

3.2: 88 percent / methanol / 1 h / Heating

4.1: 51 percent / i-Pr₂NEt / ethanol / 4 h / 150 - 160 °C

With sodium hypochlorite; 4-hydroxy-TEMPO benzoate; carbonochloridic acid 1-chloro-ethyl ester; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; N-ethyl-N,N-diisopropylamine; potassium bromide; sodium hydrogencarbonate; In ethanol; dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1248/cpb.54.1535

Reference yield:

: 318986-48-0
ethyl 2-(2-hydroxy-3-methoxypropylamino)acetate

: 441790-66-5
tetrahydro-8a-(methoxymethyl)-5-oxo-1'-(4-pyridinyl)spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidine]-7(1H)-carboxylic acid phenylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 13.5 g / sodium carbonate / tetrahydrofuran; H₂O / 20 °C

2.1: 99 percent / 4-hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl benzoate; aq. potassium bromide; NaClO / sodium hydrogen carbonate / CH₂Cl₂ / cooling

3.1: 85 percent / toluene / 2.5 h / Heating

4.1: 1,8-bis(dimethylamino)naphthalene; α-chloroethyl chloroformate / 1,2-dichloro-ethane / 1 h / 20 °C

4.2: 88 percent / methanol / 1 h / Heating

5.1: 51 percent / i-Pr₂NEt / ethanol / 4 h / 150 - 160 °C

With sodium hypochlorite; 4-hydroxy-TEMPO benzoate; carbonochloridic acid 1-chloro-ethyl ester; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium carbonate; N-ethyl-N,N-diisopropylamine; potassium bromide; sodium hydrogencarbonate; In tetrahydrofuran; ethanol; dichloromethane; water; 1,2-dichloro-ethane; toluene;
DOI:10.1248/cpb.54.1535