7-benzyloxy-3-(tert-butyldiphenylsilanyloxymethyl)-6-hydroxymethyl-8-methoxy-isochroman-3-ol

Base Information

Chemical Name:7-benzyloxy-3-(tert-butyldiphenylsilanyloxymethyl)-6-hydroxymethyl-8-methoxy-isochroman-3-ol
CAS No.:1315341-02-6
Molecular Formula:C₃₅H₄₀O₆Si
Molecular Weight:584.784
Hs Code.:

Synonyms:7-benzyloxy-3-(tert-butyldiphenylsilanyloxymethyl)-6-hydroxymethyl-8-methoxy-isochroman-3-ol

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Chemical Property of 7-benzyloxy-3-(tert-butyldiphenylsilanyloxymethyl)-6-hydroxymethyl-8-methoxy-isochroman-3-ol

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Technology Process of 7-benzyloxy-3-(tert-butyldiphenylsilanyloxymethyl)-6-hydroxymethyl-8-methoxy-isochroman-3-ol

There total 13 articles about 7-benzyloxy-3-(tert-butyldiphenylsilanyloxymethyl)-6-hydroxymethyl-8-methoxy-isochroman-3-ol 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: 91.0%

: 1315341-10-6
acetic acid 4-acetoxymethyl-2-benzyloxy-5-[3-(tert-butyldiphenylsilanyloxy)-2-oxopropyl]-3-methoxy-benzyl ester

: 1315341-02-6
7-benzyloxy-3-(tert-butyldiphenylsilanyloxymethyl)-6-hydroxymethyl-8-methoxy-isochroman-3-ol

Guidance literature:: With potassium carbonate; at 0 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jo200398v

Reference yield:

: 1315341-03-7
acetic acid 2-acetoxy-5-bromo-4-formyl-3-methoxybenzyl ester

: 1315341-02-6
7-benzyloxy-3-(tert-butyldiphenylsilanyloxymethyl)-6-hydroxymethyl-8-methoxy-isochroman-3-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: water; sodium hydroxide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

2.2: 17 h / 20 °C / Inert atmosphere

3.1: sodium tetrahydroborate / methanol / 12 h / 20 °C

4.1: pyridine / dichloromethane / 120 h / 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 18 h / 115 - 120 °C / Inert atmosphere

6.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone / 12 h / 20 °C

7.1: 1H-imidazole / N,N-dimethyl-formamide / 2.5 h / 20 °C / Inert atmosphere

8.1: Dess-Martin periodane / dichloromethane / 12 h / 20 °C / Inert atmosphere

9.1: potassium carbonate / 4 h / 0 °C / Inert atmosphere

With pyridine; 1H-imidazole; sodium tetrahydroborate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; 5.1: Stille coupling;
DOI:10.1021/jo200398v

Reference yield:

: 1315341-21-9
6-bromo-3-hydroxy-2-methoxy-4-(morpholin-4-ylmethyl)benzaldehyde

: 1315341-02-6
7-benzyloxy-3-(tert-butyldiphenylsilanyloxymethyl)-6-hydroxymethyl-8-methoxy-isochroman-3-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 48 h / 20 °C

2.1: water; sodium hydroxide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere

3.2: 17 h / 20 °C / Inert atmosphere

4.1: sodium tetrahydroborate / methanol / 12 h / 20 °C

5.1: pyridine / dichloromethane / 120 h / 20 °C

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 18 h / 115 - 120 °C / Inert atmosphere

7.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone / 12 h / 20 °C

8.1: 1H-imidazole / N,N-dimethyl-formamide / 2.5 h / 20 °C / Inert atmosphere

9.1: Dess-Martin periodane / dichloromethane / 12 h / 20 °C / Inert atmosphere

10.1: potassium carbonate / 4 h / 0 °C / Inert atmosphere

With pyridine; 1H-imidazole; sodium tetrahydroborate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; 6.1: Stille coupling;
DOI:10.1021/jo200398v