(-)-(8aR)-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(methoxymethyl)-1'-(phenylmethyl)-spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidin]-5(1H)-one

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Chemical Name:(-)-(8aR)-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(methoxymethyl)-1'-(phenylmethyl)-spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidin]-5(1H)-one
CAS No.:911833-89-1
Molecular Formula:C₂₉H₃₃ClN₄O₄S
Molecular Weight:569.124
Hs Code.:

Synonyms:(-)-(8aR)-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(methoxymethyl)-1'-(phenylmethyl)-spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidin]-5(1H)-one

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Chemical Property of (-)-(8aR)-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(methoxymethyl)-1'-(phenylmethyl)-spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidin]-5(1H)-one

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Technology Process of (-)-(8aR)-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(methoxymethyl)-1'-(phenylmethyl)-spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidin]-5(1H)-one

There total 5 articles about (-)-(8aR)-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(methoxymethyl)-1'-(phenylmethyl)-spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidin]-5(1H)-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:

: 926031-66-5,926031-70-1,926031-71-2
ethyl rac-N-{[8-phenylmethyl-2-(methoxymethyl)-1,3,8-triazaspiro[4.5]dec-2-yl]methyl}-N-[(6-chloro-2-naphthalenyl)-sulfonyl]glycinate

: (+)-(8aS)-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(methoxymethyl)-1'-(phenylmethyl)-spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidin]-5(1H)-one

: 911833-89-1
(-)-(8aR)-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(methoxymethyl)-1'-(phenylmethyl)-spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidin]-5(1H)-one

Guidance literature:: With 4-aminomethyl-1-benzyl-piperidin-4-ylamine; [((Ra)-BINOL-3-yl)-CH₂-O-CH₂-((Ra)-BINOL-3-yl)]-La complex; In dichloromethane; at 0 ℃; for 1200h; Title compound not separated from byproducts.;
DOI:10.1002/adsc.200600611

Reference yield:

: 944311-90-4
N-(2-hydroxy-3-methoxypropyl)-N-(phenylmethyl)glycine ethyl ester

: 911833-89-1
(-)-(8aR)-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(methoxymethyl)-1'-(phenylmethyl)-spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidin]-5(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / ethanolic HCl; H₂ / Pd/C / 20 °C

2.1: Et₃N / CH₂Cl₂ / 1 h / 20 °C

3.1: 89 percent / aq. KBr; 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl benzoate; aq. NaClO / CH₂Cl₂ / 5 °C

4.1: (S)-2-methoxy-2-naphthalen-1-yl-propionic acid / CH₂Cl₂ / 0.5 h / 0 °C

4.2: 59 percent / CH₂Cl₂ / 48 h / 0 °C

5.1: 4-aminomethyl-1-benzyl-piperidin-4-ylamine / [((Ra)-BINOL-3-yl)-CH₂-O-CH₂-((Ra)-BINOL-3-yl)]-La complex / CH₂Cl₂ / 1200 h / 0 °C

With hydrogenchloride; sodium hypochlorite; hydrogen; triethylamine; potassium bromide; palladium on activated charcoal; In dichloromethane;
DOI:10.1002/adsc.200600611

Reference yield:

: N-(2-hydroxy-3-methoxypropyl)-glycine ethyl ester hydrochloride

: 911833-89-1
(-)-(8aR)-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(methoxymethyl)-1'-(phenylmethyl)-spiro[imidazo[1,2-a]pyrazine-2(3H),4'-piperidin]-5(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N / CH₂Cl₂ / 1 h / 20 °C

2.1: 89 percent / aq. KBr; 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl benzoate; aq. NaClO / CH₂Cl₂ / 5 °C

3.1: (S)-2-methoxy-2-naphthalen-1-yl-propionic acid / CH₂Cl₂ / 0.5 h / 0 °C

3.2: 59 percent / CH₂Cl₂ / 48 h / 0 °C

4.1: 4-aminomethyl-1-benzyl-piperidin-4-ylamine / [((Ra)-BINOL-3-yl)-CH₂-O-CH₂-((Ra)-BINOL-3-yl)]-La complex / CH₂Cl₂ / 1200 h / 0 °C

With sodium hypochlorite; triethylamine; potassium bromide; [((Ra)-BINOL-3-yl)-CH₂-O-CH₂-((Ra)-BINOL-3-yl)]-La complex; In dichloromethane;
DOI:10.1002/adsc.200600611