1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(hydroxymethyl)-spiro[5H-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidin]-5-one

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Chemical Name:1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(hydroxymethyl)-spiro[5H-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidin]-5-one
CAS No.:318986-40-2
Molecular Formula:C₂₉H₃₀ClN₃O₇S
Molecular Weight:600.092
Hs Code.:

1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(hydroxymethyl)-spiro[5H-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidin]-5-one

Synonyms:1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(hydroxymethyl)-spiro[5H-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidin]-5-one

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

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

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

: 318986-28-6
8a-[(acetyloxy)methyl]-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-1'-benzyl-spiro[5H-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidin]-5-one

: 318986-40-2
1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(hydroxymethyl)-spiro[5H-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidin]-5-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1,8-bis(N,N-dimethylamino)naphthalene / 1,2-dichloro-ethane / 2 h / 20 °C

2: 67.9 g / aq. NaOH / methanol; CH₂Cl₂ / 0.5 h / 20 °C

With sodium hydroxide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In methanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1248/cpb.52.406

Reference yield:

: 1021933-34-5
C₃₁H₃₂ClN₃O₈S

: 318986-40-2
1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(hydroxymethyl)-spiro[5H-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidin]-5-one

Guidance literature:: With sodium hydroxide; In methanol; dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1248/cpb.52.406

Reference yield:

: 102153-63-9
6-chloronaphth-2-ylsulfonyl chloride

: 318986-40-2
1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-8a-(hydroxymethyl)-spiro[5H-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidin]-5-one

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / Et₃N / CH₂Cl₂ / 1 h / 20 °C

2: 81 percent / K₂CO₃; NaI / dimethylformamide / 1.5 h / 20 °C

3: 50 percent / p-toluenesulfonic acid monohydrate / toluene / 1 h / Heating

4: 1,8-bis(N,N-dimethylamino)naphthalene / 1,2-dichloro-ethane / 2 h / 20 °C

5: 67.9 g / aq. NaOH / methanol; CH₂Cl₂ / 0.5 h / 20 °C

With sodium hydroxide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; potassium carbonate; toluene-4-sulfonic acid; triethylamine; sodium iodide; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.52.406