4-(benzyloxy)-5-methoxy-7-((triisopropylsilyloxy)methyl)naphthalen-1-ylboronic acid

Base Information

• Chemical Name: 4-(benzyloxy)-5-methoxy-7-((triisopropylsilyloxy)methyl)naphthalen-1-ylboronic acid
• CAS No.: 1248681-99-3
• Molecular Formula: C₂₈H₃₉BO₅Si
• Molecular Weight: 494.511

Synonyms:4-(benzyloxy)-5-methoxy-7-((triisopropylsilyloxy)methyl)naphthalen-1-ylboronic acid

Chemical Property of 4-(benzyloxy)-5-methoxy-7-((triisopropylsilyloxy)methyl)naphthalen-1-ylboronic acid

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Technology Process of 4-(benzyloxy)-5-methoxy-7-((triisopropylsilyloxy)methyl)naphthalen-1-ylboronic acid

There total 1 articles about 4-(benzyloxy)-5-methoxy-7-((triisopropylsilyloxy)methyl)naphthalen-1-ylboronic 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: 70.0%

((5-(benzyloxy)-8-bromo-4-methoxynaphthalen-2-yl)methoxy)triisopropylsilane → 4-(benzyloxy)-5-methoxy-7-((triisopropylsilyloxy)methyl)naphthalen-1-ylboronic acid (1248681-99-3)

Guidance literature:

((5-(benzyloxy)-8-bromo-4-methoxynaphthalen-2-yl)methoxy)triisopropylsilane; With n-butyllithium; In tetrahydrofuran; hexane; for 0.25h; Inert atmosphere; Cooling with acetone-dry ice;

With Triisopropyl borate; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere; Cooling with acetone-dry ice;

With water; ammonium chloride; In tetrahydrofuran; hexane; ethyl acetate; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja1065202

Reference yield: 72.0%

4-(benzyloxy)-5-methoxy-7-((triisopropylsilyloxy)methyl)naphthalen-1-ylboronic acid (1248681-99-3) + ((1R,3S)-6,8-bis(benzyloxy)-5-iodo-1-methyl-2-tosyl-1,2,3,4-tetrahydroisoquinolin-3-yl)methyl 1-naphthoate (1248682-58-7) → ((1R,3S,5R)-6,8-bis(benzyloxy)-5-(4-(benzyloxy)-5-methoxy-7-(((triisopropylsilyl)oxy)methyl)naphthalen-1-yl)-1-methyl-2-tosyl-1,2,3,4-tetrahydroisoquinolin-3-yl)methyl 1-naphthoate

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium(II) iodide; In butan-1-ol; at 20 ℃; for 24h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ja1065202

Reference yield:

4-(benzyloxy)-5-methoxy-7-((triisopropylsilyloxy)methyl)naphthalen-1-ylboronic acid (1248681-99-3) + ((1R,3S)-5-iodo-6,8-dimethoxy-1-methyl-2-tosyl-1,2,3,4-tetrahydroisoquinolin-3-yl)methyl 3,5-bis(hydroxymethyl)benzoate (1248682-69-0) → ((1R,3S)-5-(4-(benzyloxy)-5-methoxy-7-(((triisopropylsilyl)oxy)methyl)naphthalen-1-yl)-6,8-dimethoxy-1-methyl-2-tosyl-1,2,3,4-tetrahydroisoquinolin-3-yl)methyl 3,5-bis(hydroxymethyl)benzoate

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate; In butan-1-ol; at 20 ℃; for 24h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ja1065202

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