3-benzyloxy-4-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-6-[1,3]dioxolan-2-yl-2-methoxy-benzoic acid

Base Information

• Chemical Name: 3-benzyloxy-4-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-6-[1,3]dioxolan-2-yl-2-methoxy-benzoic acid
• CAS No.: 1026785-84-1
• Molecular Formula: C₅₃H₅₆O₁₃Si
• Molecular Weight: 929.105

Synonyms:3-benzyloxy-4-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-6-[1,3]dioxolan-2-yl-2-methoxy-benzoic acid

Chemical Property of 3-benzyloxy-4-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-6-[1,3]dioxolan-2-yl-2-methoxy-benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 3-benzyloxy-4-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-6-[1,3]dioxolan-2-yl-2-methoxy-benzoic acid

There total 10 articles about 3-benzyloxy-4-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-6-[1,3]dioxolan-2-yl-2-methoxy-benzoic 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:

carbon dioxide (124-38-9,18923-20-1) + [2-(2-benzyloxy-4-bromo-5-[1,3]dioxolan-2-yl-3-methoxy-phenyl)-1-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethoxy]-tert-butyl-diphenyl-silane (404356-59-8) → 3-benzyloxy-4-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-6-[1,3]dioxolan-2-yl-2-methoxy-benzoic acid (1026785-84-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

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) → 3-benzyloxy-4-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-6-[1,3]dioxolan-2-yl-2-methoxy-benzoic acid (1026785-84-1)

Guidance literature:

Multi-step reaction with 9 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

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; water; potassium carbonate; In tetrahydrofuran; dichloromethane; acetone; decalin; benzene; 3: Claisen rearrangement;

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

Reference yield:

benzyl bromide (100-39-0) → 3-benzyloxy-4-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-6-[1,3]dioxolan-2-yl-2-methoxy-benzoic acid (1026785-84-1)

Guidance literature:

Multi-step reaction with 6 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

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; water; potassium carbonate; In tetrahydrofuran; dichloromethane; acetone;

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

upstream raw materials:

carbon dioxide

[2-(2-benzyloxy-4-bromo-5-[1,3]dioxolan-2-yl-3-methoxy-phenyl)-1-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethoxy]-tert-butyl-diphenyl-silane

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

benzyl bromide

Downstream raw materials:

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

3-benzyloxy-4-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-6-formyl-2-methoxy-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

3-benzyloxy-6-[2-(tert-butyl-dimethyl-silanyloxy)-2-methoxycarbonyl-vinyl]-4-[2-(tert-butyl-diphenyl-silanyloxy)-2-(4,5,7,8,9-pentamethoxy-naphtho[2,3-b]furan-2-yl)-ethyl]-2-methoxy-benzoic acid methyl ester

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