7,8-bis-benzyloxy-6-[3-(3-hydroxy-1,4,5,6,8-pentamethoxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

Base Information

Chemical Name:7,8-bis-benzyloxy-6-[3-(3-hydroxy-1,4,5,6,8-pentamethoxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1-oxo-1H-isochromene-3-carboxylic acid methyl ester
CAS No.:908338-95-4
Molecular Formula:C₄₄H₄₁NO₁₃
Molecular Weight:791.808
Hs Code.:

7,8-bis-benzyloxy-6-[3-(3-hydroxy-1,4,5,6,8-pentamethoxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1-oxo-1<i>H</i>-isochromene-3-carboxylic acid methyl ester

Synonyms:7,8-bis-benzyloxy-6-[3-(3-hydroxy-1,4,5,6,8-pentamethoxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

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Chemical Property of 7,8-bis-benzyloxy-6-[3-(3-hydroxy-1,4,5,6,8-pentamethoxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

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Technology Process of 7,8-bis-benzyloxy-6-[3-(3-hydroxy-1,4,5,6,8-pentamethoxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

There total 19 articles about 7,8-bis-benzyloxy-6-[3-(3-hydroxy-1,4,5,6,8-pentamethoxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1-oxo-1H-isochromene-3-carboxylic acid methyl 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: 86.0%

: 908338-94-3
7,8-bis-benzyloxy-1-oxo-6-[3-(1,4,5,6,8-pentamethoxy-3-triethylsilanyloxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1H-isochromene-3-carboxylic acid methyl ester

: 908338-95-4
7,8-bis-benzyloxy-6-[3-(3-hydroxy-1,4,5,6,8-pentamethoxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

Guidance literature:: With hydrogenchloride; methanol; at 20 ℃; for 5h;
DOI:10.1021/ol061112j

Reference yield:

: 908339-06-0
6-formyl-7,8-dimethoxy-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

: 908338-95-4
7,8-bis-benzyloxy-6-[3-(3-hydroxy-1,4,5,6,8-pentamethoxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: BBr₃ / CH₂Cl₂ / 2 h / -78 - 20 °C

2.1: 1.31 g / K₂CO₃ / dimethylformamide / 20 °C

3.1: 95 percent / TMEDA / toluene / 48 h / 20 °C

4.1: TsOH / toluene / 20 h / Heating

4.2: 88 percent / K₂CO₃ / dimethylformamide / 5 h / 20 °C

5.1: 79 percent / phenyl isocyanate; triethylamine / benzene / 48 h / 20 °C

6.1: 86 percent / aq. HCl; methanol / 5 h / 20 °C

With hydrogenchloride; methanol; N,N,N,N,-tetramethylethylenediamine; boron tribromide; potassium carbonate; phenyl isocyanate; toluene-4-sulfonic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1021/ol061112j

Reference yield:

: 908339-09-3
(3-hydroxymethyl-1,4,5,7,8-pentamethoxy-naphthalen-2-yl)-methanol

: 908338-95-4
7,8-bis-benzyloxy-6-[3-(3-hydroxy-1,4,5,6,8-pentamethoxy-naphthalen-2-ylmethyl)-4,5-dihydro-isoxazol-5-yl]-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / imidazole / dimethylformamide / 20 °C

2: 88 percent / DDQ / CH₂Cl₂; H₂O / 1 h / 20 °C

3: 93 percent / NH₄OAc / 0.75 h / Heating

4: 100 percent / sodium borohydride; silica gel / CHCl₃; propan-2-ol / 1.5 h / 20 °C

5: 95 percent / aq. HCl / methanol / 0.5 h / 20 °C

6: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.75 h / 20 °C

7: B(OH)3; H₂O₂; H₂SO₄ / tetrahydrofuran; H₂O / 9 h / 20 °C

8: 196 mg / imidazole / CH₂Cl₂; dimethylformamide / 1 h / 20 °C

9: 79 percent / phenyl isocyanate; triethylamine / benzene / 48 h / 20 °C

10: 86 percent / aq. HCl; methanol / 5 h / 20 °C

With 1H-imidazole; hydrogenchloride; methanol; sodium tetrahydroborate; sulfuric acid; ammonium acetate; dihydrogen peroxide; boric acid; silica gel; Dess-Martin periodane; phenyl isocyanate; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; isopropyl alcohol; benzene; 3: Henry condensation / 7: Dakin oxidation;
DOI:10.1021/ol061112j