7-benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-8-methoxy-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 7-benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-8-methoxy-1-oxo-1H-isochromene-3-carboxylic acid methyl ester
• CAS No.: 404356-62-3
• Molecular Formula: C₅₄H₅₄O₁₃Si
• Molecular Weight: 939.1

Synonyms:7-benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-8-methoxy-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

Chemical Property of 7-benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-8-methoxy-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 7-benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-8-methoxy-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

There total 15 articles about 7-benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-8-methoxy-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:

3-benzyloxy-4-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-2-methoxy-6-(2-methoxycarbonyl-2-oxo-ethyl)-benzoic acid methyl ester → 7-benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-8-methoxy-1-oxo-1H-isochromene-3-carboxylic acid methyl ester (404356-62-3)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1002/1521-3773(20011217)40:24<4709::AID-ANIE4709>3.0.CO;2-Q

Reference yield:

2-bromo-4-hydroxy-3-methoxy-benzaldehyde (89984-24-7) → 7-benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-8-methoxy-1-oxo-1H-isochromene-3-carboxylic acid methyl ester (404356-62-3)

Guidance literature:

Multi-step reaction with 14 steps

1: 95 percent / benzene / Heating

2: 95 percent / K₂CO₃ / acetone / Heating

3: decahydronaphthalene / 240 °C

4: K₂CO₃ / acetone / Heating

5: 97 percent / OsO₄; NMO; H₂O / acetone

6: 88 percent / aq. NaIO₄ / acetone

7: tetrahydrofuran / -78 °C

8: imidazole / CH₂Cl₂

9: n-BuLi / tetrahydrofuran / -78 °C

10: benzene; methanol

11: 95 percent / aq. HCl / acetone; tetrahydrofuran

12: 96 percent / LiHMDS / tetrahydrofuran / 25 °C

13: TBAF / tetrahydrofuran / 0 °C

14: K₂CO₃ / methanol

With 1H-imidazole; hydrogenchloride; sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; water; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; acetone; decalin; benzene; 3: Claisen rearrangement / 12: Horner-Emmons reaction;

DOI:10.1002/1521-3773(20011217)40:24<4709::AID-ANIE4709>3.0.CO;2-Q

Reference yield:

benzyl bromide (100-39-0) → 7-benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-8-methoxy-1-oxo-1H-isochromene-3-carboxylic acid methyl ester (404356-62-3)

Guidance literature:

Multi-step reaction with 11 steps

1: K₂CO₃ / acetone / Heating

2: 97 percent / OsO₄; NMO; H₂O / acetone

3: 88 percent / aq. NaIO₄ / acetone

4: tetrahydrofuran / -78 °C

5: imidazole / CH₂Cl₂

6: n-BuLi / tetrahydrofuran / -78 °C

7: benzene; methanol

8: 95 percent / aq. HCl / acetone; tetrahydrofuran

9: 96 percent / LiHMDS / tetrahydrofuran / 25 °C

10: TBAF / tetrahydrofuran / 0 °C

11: K₂CO₃ / methanol

With 1H-imidazole; hydrogenchloride; sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; water; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; acetone; benzene; 9: Horner-Emmons reaction;

DOI:10.1002/1521-3773(20011217)40:24<4709::AID-ANIE4709>3.0.CO;2-Q

upstream raw materials:

2-bromo-4-hydroxy-3-methoxy-benzaldehyde

benzyl bromide

3-bromo-4-[1,3]dioxolan-2-yl-2-methoxy-phenol

2-(4-allyloxy-2-bromo-3-methoxy-phenyl)-[1,3]dioxolane

Downstream raw materials:

7-benzyloxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-2-(2,3-dihydroxy-4,5,7,8,9-pentamethoxy-2,3-dihydro-naphtho[2,3-b]furan-2-yl)-ethyl]-8-methoxy-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

C₄₇H₄₆O₁₄Si

6-[2-(tert-butyl-diphenyl-silanyloxy)-2-(2-hydroxy-4,5,7,8,9-pentamethoxy-3-oxo-2,3-dihydro-naphtho[2,3-b]furan-2-yl)-ethyl]-7-hydroxy-8-methoxy-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

6-[2-(tert-butyl-diphenyl-silanyloxy)-2-(2,3-dihydroxy-4,5,7,8,9-pentamethoxy-2,3-dihydro-naphtho[2,3-b]furan-2-yl)-ethyl]-7-hydroxy-8-methoxy-1-oxo-1H-isochromene-3-carboxylic acid methyl ester

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