1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-5-oxo-spiro[8aH-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidine]-8a-carboxylic acid

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Chemical Name:1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-5-oxo-spiro[8aH-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidine]-8a-carboxylic acid
CAS No.:318987-57-4
Molecular Formula:C₂₉H₂₈ClN₃O₈S
Molecular Weight:614.076
Hs Code.:

1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-5-oxo-spiro[8aH-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidine]-8a-carboxylic acid

Synonyms:1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-5-oxo-spiro[8aH-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidine]-8a-carboxylic acid

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Chemical Property of 1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-5-oxo-spiro[8aH-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidine]-8a-carboxylic acid

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Technology Process of 1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-5-oxo-spiro[8aH-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidine]-8a-carboxylic acid

There total 6 articles about 1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-5-oxo-spiro[8aH-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidine]-8a-carboxylic acid 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: 90.0%

: 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

: 318987-57-4
1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-5-oxo-spiro[8aH-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidine]-8a-carboxylic acid

Guidance literature:: With 4-hydroxy-TEMPO benzoate; sodium hydrogencarbonate; In dichloromethane; for 1.5h; cooling;
DOI:10.1248/cpb.52.406

Reference yield:

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

: 318987-57-4
1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-5-oxo-spiro[8aH-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidine]-8a-carboxylic acid

Guidance literature:: Multi-step reaction with 6 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

6: 90 percent / 4-benzyloxy-2,2,6,6-tetramethylpiperidine 1-oxyl; aq. NaHCO₃ / CH₂Cl₂ / 1.5 h / cooling

With sodium hydroxide; 4-hydroxy-TEMPO benzoate; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium hydrogencarbonate; 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

Reference yield:

: 318986-24-2
ethyl 2-[(6-chloronaphthalen-2-ylsulfonyl)amino]acetate

: 318987-57-4
1'-benzyloxycarbonyl-7-[(6-chloro-2-naphthalenyl)sulfonyl]tetrahydro-5-oxo-spiro[8aH-oxazolo[3,2-a]pyrazine-2(3H),4'-piperidine]-8a-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / K₂CO₃; NaI / dimethylformamide / 1.5 h / 20 °C

2: 50 percent / p-toluenesulfonic acid monohydrate / toluene / 1 h / Heating

3: 1,8-bis(N,N-dimethylamino)naphthalene / 1,2-dichloro-ethane / 2 h / 20 °C

4: 67.9 g / aq. NaOH / methanol; CH₂Cl₂ / 0.5 h / 20 °C

5: 90 percent / 4-benzyloxy-2,2,6,6-tetramethylpiperidine 1-oxyl; aq. NaHCO₃ / CH₂Cl₂ / 1.5 h / cooling

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