5-(benzyloxy)-3-(1-((tert-butyldimethylsilyl)oxy)ethyl)-4-iodo-7-methoxyisobenzofuran-1(3H)-one

Base Information

Chemical Name:5-(benzyloxy)-3-(1-((tert-butyldimethylsilyl)oxy)ethyl)-4-iodo-7-methoxyisobenzofuran-1(3H)-one
CAS No.:1610701-93-3
Molecular Formula:C₂₄H₃₁IO₅Si
Molecular Weight:554.497
Hs Code.:

Synonyms:5-(benzyloxy)-3-(1-((tert-butyldimethylsilyl)oxy)ethyl)-4-iodo-7-methoxyisobenzofuran-1(3H)-one

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Chemical Property of 5-(benzyloxy)-3-(1-((tert-butyldimethylsilyl)oxy)ethyl)-4-iodo-7-methoxyisobenzofuran-1(3H)-one

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Technology Process of 5-(benzyloxy)-3-(1-((tert-butyldimethylsilyl)oxy)ethyl)-4-iodo-7-methoxyisobenzofuran-1(3H)-one

There total 7 articles about 5-(benzyloxy)-3-(1-((tert-butyldimethylsilyl)oxy)ethyl)-4-iodo-7-methoxyisobenzofuran-1(3H)-one 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: 90.0%

: 1610701-85-3
5-(benzyloxy)-3-(1-((tert-butyldimethylsilyl)oxy)ethyl)-7-methoxyisobenzofuran-1(3H)-one

: 1610701-93-3
5-(benzyloxy)-3-(1-((tert-butyldimethylsilyl)oxy)ethyl)-4-iodo-7-methoxyisobenzofuran-1(3H)-one

Guidance literature:: With iodine; silver trifluoroacetate; In dichloromethane; at 0 - 20 ℃; for 3h; regioselective reaction; Inert atmosphere;
DOI:10.1021/jo5008527

Reference yield:

: 185038-86-2
4-Benzyloxy-2-methoxy-6-trifluoromethanesulfonyloxy-benzoic acid methyl ester

: 1610701-93-3
5-(benzyloxy)-3-(1-((tert-butyldimethylsilyl)oxy)ethyl)-4-iodo-7-methoxyisobenzofuran-1(3H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 48 h / 80 °C / Inert atmosphere

2: potassium tert-butylate / tetrahydrofuran / 24 h / 45 °C / Inert atmosphere

3: osmium(VIII) oxide; 4-methylmorpholine N-oxide / acetone; water; tert-butyl alcohol / 16 h / 20 °C / Inert atmosphere

4: 2,6-dimethylpyridine / dichloromethane / 4 h / -78 °C / Inert atmosphere

5: iodine; silver trifluoroacetate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; iodine; silver trifluoroacetate; 4-methylmorpholine N-oxide; lithium chloride; In tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol; 1: |Stille Cross Coupling;
DOI:10.1021/jo5008527

Reference yield:

: 83-30-7
acide 2,4,6-trihydroxybenzoique

: 1610701-93-3
5-(benzyloxy)-3-(1-((tert-butyldimethylsilyl)oxy)ethyl)-4-iodo-7-methoxyisobenzofuran-1(3H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: dimethyl sulfate; potassium carbonate / acetone / 16 h / 20 °C / Inert atmosphere

1.2: 3 h / Inert atmosphere; Reflux

2.1: lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 48 h / 80 °C / Inert atmosphere

3.1: potassium tert-butylate / tetrahydrofuran / 24 h / 45 °C / Inert atmosphere

4.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / acetone; water; tert-butyl alcohol / 16 h / 20 °C / Inert atmosphere

5.1: 2,6-dimethylpyridine / dichloromethane / 4 h / -78 °C / Inert atmosphere

6.1: iodine; silver trifluoroacetate / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; iodine; silver trifluoroacetate; potassium carbonate; 4-methylmorpholine N-oxide; dimethyl sulfate; lithium chloride; In tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol; 2.1: |Stille Cross Coupling;
DOI:10.1021/jo5008527