(3R,4S,5R,6R)-2-(4-(4-(tert-butyldimethylsilyloxy)benzyl)-5-methylthiophen-2-yl)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydro-2H-pyran-2-ol

Base Information

Chemical Name:(3R,4S,5R,6R)-2-(4-(4-(tert-butyldimethylsilyloxy)benzyl)-5-methylthiophen-2-yl)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydro-2H-pyran-2-ol
CAS No.:1344027-56-0
Molecular Formula:C₃₆H₆₈O₇SSi₅
Molecular Weight:785.425
Hs Code.:

(3R,4S,5R,6R)-2-(4-(4-(tert-butyldimethylsilyloxy)benzyl)-5-methylthiophen-2-yl)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydro-2H-pyran-2-ol

Synonyms:(3R,4S,5R,6R)-2-(4-(4-(tert-butyldimethylsilyloxy)benzyl)-5-methylthiophen-2-yl)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydro-2H-pyran-2-ol

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Chemical Property of (3R,4S,5R,6R)-2-(4-(4-(tert-butyldimethylsilyloxy)benzyl)-5-methylthiophen-2-yl)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydro-2H-pyran-2-ol

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Technology Process of (3R,4S,5R,6R)-2-(4-(4-(tert-butyldimethylsilyloxy)benzyl)-5-methylthiophen-2-yl)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydro-2H-pyran-2-ol

There total 7 articles about (3R,4S,5R,6R)-2-(4-(4-(tert-butyldimethylsilyloxy)benzyl)-5-methylthiophen-2-yl)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydro-2H-pyran-2-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:

: 1344027-55-9
tert-butyl(4-((5-iodo-2-methylthiophen-3-yl)methyl)phenoxy)dimethylsilane

: 32469-28-6,55515-28-1,55515-29-2,32384-65-9
(3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one

: 1344027-56-0
(3R,4S,5R,6R)-2-(4-(4-(tert-butyldimethylsilyloxy)benzyl)-5-methylthiophen-2-yl)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydro-2H-pyran-2-ol

Guidance literature:: tert-butyl(4-((5-iodo-2-methylthiophen-3-yl)methyl)phenoxy)dimethylsilane; (3R,4S,5R,6R)-3,4,5-tris((trimethylsilyl)oxy)-6-(((trimethylsilyl)oxy)methyl)tetrahydro-2H-pyran-2-one; With trimethylsilylmethyllithium; In tetrahydrofuran; pentane; at -65 - -45 ℃; for 1h;

With sodium hydrogencarbonate; In tetrahydrofuran; water; pentane; at 20 ℃; for 0.5h;

Reference yield:

: 1918-78-1
2-methylthiophene-3-carboxylic acid

: 1344027-56-0
(3R,4S,5R,6R)-2-(4-(4-(tert-butyldimethylsilyloxy)benzyl)-5-methylthiophen-2-yl)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydro-2H-pyran-2-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetic acid; pyridium tribromide / 4 h / 40 °C

2.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 2 h / 20 °C

2.2: 17 h / 0 - 20 °C

2.3: Cooling

3.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 15 h / 0 - 20 °C

4.1: boron tribromide / dichloromethane / 3 h / 0 - 20 °C

4.2: 0 °C

5.1: sodium iodide; copper(l) iodide; N,N`-dimethylethylenediamine / 1,4-dioxane / 18 h / 120 °C / Inert atmosphere

6.1: dmap; 1H-imidazole / dichloromethane; N,N-dimethyl-formamide / 15 h / 20 °C

7.1: trimethylsilylmethyllithium / pentane; tetrahydrofuran / 1 h / -65 - -45 °C

7.2: 0.5 h / 20 °C

With 1H-imidazole; triethylsilane; dmap; copper(l) iodide; oxalyl dichloride; pyridium tribromide; boron trifluoride diethyl etherate; boron tribromide; trimethylsilylmethyllithium; acetic acid; N,N-dimethyl-formamide; sodium iodide; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; pentane; 2.2: Friedel Crafts Acylation;

Reference yield:

: 1344027-40-2
5-bromo-2-methylthiophene-3-carboxylic acid

: 1344027-56-0
(3R,4S,5R,6R)-2-(4-(4-(tert-butyldimethylsilyloxy)benzyl)-5-methylthiophen-2-yl)-3,4,5-tris(trimethylsilyloxy)-6-((trimethylsilyloxy)methyl)-tetrahydro-2H-pyran-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: N,N-dimethyl-formamide; oxalyl dichloride / dichloromethane / 2 h / 20 °C

1.2: 17 h / 0 - 20 °C

1.3: Cooling

2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane; acetonitrile / 15 h / 0 - 20 °C

3.1: boron tribromide / dichloromethane / 3 h / 0 - 20 °C

3.2: 0 °C

4.1: sodium iodide; copper(l) iodide; N,N`-dimethylethylenediamine / 1,4-dioxane / 18 h / 120 °C / Inert atmosphere

5.1: dmap; 1H-imidazole / dichloromethane; N,N-dimethyl-formamide / 15 h / 20 °C

6.1: trimethylsilylmethyllithium / pentane; tetrahydrofuran / 1 h / -65 - -45 °C

6.2: 0.5 h / 20 °C

With 1H-imidazole; triethylsilane; dmap; copper(l) iodide; oxalyl dichloride; boron trifluoride diethyl etherate; boron tribromide; trimethylsilylmethyllithium; N,N-dimethyl-formamide; sodium iodide; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; pentane; 1.2: Friedel Crafts Acylation;