((R)-1-((4S,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)(tert-butyl)dimethylsilane

Base Information

• Chemical Name: ((R)-1-((4S,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)(tert-butyl)dimethylsilane
• CAS No.: 1392302-12-3
• Molecular Formula: C₂₂H₃₈O₄Si
• Molecular Weight: 394.627

Synonyms:((R)-1-((4S,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)(tert-butyl)dimethylsilane

Chemical Property of ((R)-1-((4S,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)(tert-butyl)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((R)-1-((4S,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)(tert-butyl)dimethylsilane

There total 8 articles about ((R)-1-((4S,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)(tert-butyl)dimethylsilane 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: 96.0%

(R)-1-((4R,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol (1392302-11-2) + t-butyldimethylsiyl triflate (69739-34-0) → ((R)-1-((4S,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)(tert-butyl)dimethylsilane (1392302-12-3)

Guidance literature:

(R)-1-((4R,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol; With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.0833333h; Inert atmosphere;

t-butyldimethylsiyl triflate; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetasy.2012.06.021

Reference yield:

2-((4S,4'R,5R)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanol (127530-04-5) → ((R)-1-((4S,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)(tert-butyl)dimethylsilane (1392302-12-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

1.2: 3 h / 0 - 20 °C / Inert atmosphere

2.1: methanol; pyridinium p-toluenesulfonate / 0 - 20 °C

3.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere

3.2: 3 h / 0 - 20 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

4.2: 0 °C

5.1: 2,6-dimethylpyridine / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

5.2: 0.5 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; methanol; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; sodium hydride; di(n-butyl)tin oxide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetasy.2012.06.021

Reference yield:

(4S,4'R,5R)-2,2,2',2'-tetramethyl-5-vinyl-4,4'-bi(1,3-dioxolane) (4239-90-1,22893-94-3) → ((R)-1-((4S,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)(tert-butyl)dimethylsilane (1392302-12-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: tetrahydrofuran / 6 h / 0 - 20 °C / Inert atmosphere

2.1: dihydrogen peroxide; sodium hydroxide / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

3.2: 3 h / 0 - 20 °C / Inert atmosphere

4.1: methanol; pyridinium p-toluenesulfonate / 0 - 20 °C

5.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere

5.2: 3 h / 0 - 20 °C / Inert atmosphere

6.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

6.2: 0 °C

7.1: 2,6-dimethylpyridine / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

7.2: 0.5 h / 0 °C / Inert atmosphere

With 2,6-dimethylpyridine; methanol; lithium aluminium tetrahydride; dihydrogen peroxide; pyridinium p-toluenesulfonate; sodium hydride; di(n-butyl)tin oxide; triethylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetasy.2012.06.021

upstream raw materials:

(4S,4'R,5R)-2,2,2',2'-tetramethyl-5-vinyl-4,4'-bi(1,3-dioxolane)

(4S,4'R,5R)-5-(2-(benzyloxy)ethyl)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolane)

(R)-1-((4R,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol

(R)-1-((4R,5R)-5-(2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethanol

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