O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[7-benzyloxy-8-methoxy-4(1H)-quinolinon-5-yl]ethyl carbamate

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Chemical Name:O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[7-benzyloxy-8-methoxy-4(1H)-quinolinon-5-yl]ethyl carbamate
CAS No.:312327-30-3
Molecular Formula:C₃₃H₄₀N₂O₆Si
Molecular Weight:588.776
Hs Code.:

Synonyms:O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[7-benzyloxy-8-methoxy-4(1H)-quinolinon-5-yl]ethyl carbamate

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Chemical Property of O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[7-benzyloxy-8-methoxy-4(1H)-quinolinon-5-yl]ethyl carbamate

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Technology Process of O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[7-benzyloxy-8-methoxy-4(1H)-quinolinon-5-yl]ethyl carbamate

There total 9 articles about O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[7-benzyloxy-8-methoxy-4(1H)-quinolinon-5-yl]ethyl carbamate 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: 82.0%

: 312327-29-0
5-[5-[2-(benzyloxycarbonylamino)-1-(tert-butyldimethylsilyloxy)ethyl]-3-benzyloxy-2-methoxyphenylaminomethylene]-2,2-dimethyl-1,3-dioxane-4,6-dione

: 312327-30-3
O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[7-benzyloxy-8-methoxy-4(1H)-quinolinon-5-yl]ethyl carbamate

Guidance literature:: In diphenylether; at 240 ℃; for 0.333333h;
DOI:10.1021/jo001080s

Reference yield:

: 6635-20-7
isonitrovanillin

: 312327-30-3
O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[7-benzyloxy-8-methoxy-4(1H)-quinolinon-5-yl]ethyl carbamate

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / AlCl₃; pyridine / CHCl₃ / 24 h / Heating

2: 93 percent / dimethylformamide / 48 h / 140 °C

3: 92 percent / KOH; benzyltriethylammonium chloride / CHCl₃ / 36 h / 20 °C

4: Amberlyst A-21 ion-exchange resin / tetrahydrofuran / 3 h / 20 °C

5: 1.86 g / 2,6-lutidine / tetrahydrofuran / 2 h / 0 - 20 °C

6: 76 percent / NaBH₄; NiCl₂*6H₂O / methanol; tetrahydrofuran / 25 h / 0 °C

7: 97 percent / DMAP; K₂CO₃ / tetrahydrofuran / -78 - -30 °C

8: 90 percent / trimethyl orthoformate / 12 h / Heating

9: 82 percent / diphenyl ether / 0.33 h / 240 °C

With pyridine; 2,6-dimethylpyridine; dmap; potassium hydroxide; sodium tetrahydroborate; aluminium trichloride; Amberlyst A-21 ion-exchange resin; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; nickel dichloride; trimethyl orthoformate; In tetrahydrofuran; methanol; diphenylether; chloroform; N,N-dimethyl-formamide; 1: ether cleavage / 2: Alkylation / 3: Methylation / 4: Addition / 5: silylation / 6: Reduction / 7: benzyloxycarbonylation / 8: Condensation / 9: Cyclization;
DOI:10.1021/jo001080s

Reference yield:

: 116313-85-0
3,4-dihydroxy-5-nitrobenzaldehyde

: 312327-30-3
O-benzyl N-2-(tert-butyldimethylsilyloxy)-2-[7-benzyloxy-8-methoxy-4(1H)-quinolinon-5-yl]ethyl carbamate

Guidance literature:: Multi-step reaction with 8 steps

1: 93 percent / dimethylformamide / 48 h / 140 °C

2: 92 percent / KOH; benzyltriethylammonium chloride / CHCl₃ / 36 h / 20 °C

3: Amberlyst A-21 ion-exchange resin / tetrahydrofuran / 3 h / 20 °C

4: 1.86 g / 2,6-lutidine / tetrahydrofuran / 2 h / 0 - 20 °C

5: 76 percent / NaBH₄; NiCl₂*6H₂O / methanol; tetrahydrofuran / 25 h / 0 °C

6: 97 percent / DMAP; K₂CO₃ / tetrahydrofuran / -78 - -30 °C

7: 90 percent / trimethyl orthoformate / 12 h / Heating

8: 82 percent / diphenyl ether / 0.33 h / 240 °C

With 2,6-dimethylpyridine; dmap; potassium hydroxide; sodium tetrahydroborate; Amberlyst A-21 ion-exchange resin; N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; nickel dichloride; trimethyl orthoformate; In tetrahydrofuran; methanol; diphenylether; chloroform; N,N-dimethyl-formamide; 1: Alkylation / 2: Methylation / 3: Addition / 4: silylation / 5: Reduction / 6: benzyloxycarbonylation / 7: Condensation / 8: Cyclization;
DOI:10.1021/jo001080s