acetic acid 4-acetoxymethyl-2-benzyloxy-5-[3-(tert-butyldiphenylsilanyloxy)-2-hydroxypropyl]-3-methoxy-benzyl ester

Base Information

Chemical Name:acetic acid 4-acetoxymethyl-2-benzyloxy-5-[3-(tert-butyldiphenylsilanyloxy)-2-hydroxypropyl]-3-methoxy-benzyl ester
CAS No.:1315341-09-3
Molecular Formula:C₃₉H₄₆O₈Si
Molecular Weight:670.875
Hs Code.:

Synonyms:acetic acid 4-acetoxymethyl-2-benzyloxy-5-[3-(tert-butyldiphenylsilanyloxy)-2-hydroxypropyl]-3-methoxy-benzyl ester

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Chemical Property of acetic acid 4-acetoxymethyl-2-benzyloxy-5-[3-(tert-butyldiphenylsilanyloxy)-2-hydroxypropyl]-3-methoxy-benzyl ester

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Technology Process of acetic acid 4-acetoxymethyl-2-benzyloxy-5-[3-(tert-butyldiphenylsilanyloxy)-2-hydroxypropyl]-3-methoxy-benzyl ester

There total 11 articles about acetic acid 4-acetoxymethyl-2-benzyloxy-5-[3-(tert-butyldiphenylsilanyloxy)-2-hydroxypropyl]-3-methoxy-benzyl 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: 68.0%

: 1315341-08-2
C₂₃H₂₈O₈

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1315341-09-3
acetic acid 4-acetoxymethyl-2-benzyloxy-5-[3-(tert-butyldiphenylsilanyloxy)-2-hydroxypropyl]-3-methoxy-benzyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 2.5h; Inert atmosphere;
DOI:10.1021/jo200398v

Reference yield:

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

: 1315341-09-3
acetic acid 4-acetoxymethyl-2-benzyloxy-5-[3-(tert-butyldiphenylsilanyloxy)-2-hydroxypropyl]-3-methoxy-benzyl ester

Guidance literature:: Multi-step reaction with 7 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

With pyridine; 1H-imidazole; sodium tetrahydroborate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; potassium carbonate; 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:

: 1315341-05-9
3-benzyloxy-6-bromo-4-hydroxymethyl-2-methoxy-benzaldehyde

: 1315341-09-3
acetic acid 4-acetoxymethyl-2-benzyloxy-5-[3-(tert-butyldiphenylsilanyloxy)-2-hydroxypropyl]-3-methoxy-benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

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

5: 1H-imidazole / N,N-dimethyl-formamide / 2.5 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; sodium tetrahydroborate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 4-methylmorpholine N-oxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; 3: Stille coupling;
DOI:10.1021/jo200398v