tert-butyl-((R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropoxy)diphenylsilane

Base Information

Chemical Name:tert-butyl-((R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropoxy)diphenylsilane
CAS No.:1598413-59-2
Molecular Formula:C₄₁H₆₂O₅Si₂
Molecular Weight:691.111
Hs Code.:

tert-butyl-((R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropoxy)diphenylsilane

Synonyms:tert-butyl-((R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropoxy)diphenylsilane

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Chemical Property of tert-butyl-((R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropoxy)diphenylsilane

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Technology Process of tert-butyl-((R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropoxy)diphenylsilane

There total 8 articles about tert-butyl-((R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropoxy)diphenylsilane 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: 93.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 1598413-57-0
(2R,4S,6S)-2-((R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropyl)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-4-ol

: 1598413-59-2
tert-butyl-((R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropoxy)diphenylsilane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1007/s12039-019-1600-2

Reference yield:

: 1598413-56-9
(4S,6R)-7-(tert-butyldiphenylsilyloxy)-6-methylhept-1-en-4-yl 3-(4-methoxybenzyloxy) propanoate

: 1598413-59-2
tert-butyl-((R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropoxy)diphenylsilane

Guidance literature:: Multi-step reaction with 5 steps

1: diisobutylaluminium hydride / dichloromethane; toluene / 0.75 h / -78 °C / Inert atmosphere

2: dmap; pyridine / dichloromethane; toluene / 14 h / -78 °C / Inert atmosphere

3: acetic acid; boron trifluoride diethyl etherate / hexane / 2 h / 0 °C / Inert atmosphere

4: potassium carbonate / methanol / 3 h

5: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With pyridine; 2,6-dimethylpyridine; dmap; boron trifluoride diethyl etherate; diisobutylaluminium hydride; potassium carbonate; acetic acid; In methanol; hexane; dichloromethane; toluene;
DOI:10.1021/ol500875e

Reference yield:

: 1598413-55-8
(4S,6R)-7-(tert-butyldiphenylsilyloxy)-6-methylhept-1-en-4-ol

: 1598413-59-2
tert-butyl-((R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropoxy)diphenylsilane

Guidance literature:: Multi-step reaction with 6 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 12 h / 0 - 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / dichloromethane; toluene / 0.75 h / -78 °C / Inert atmosphere

3: dmap; pyridine / dichloromethane; toluene / 14 h / -78 °C / Inert atmosphere

4: acetic acid; boron trifluoride diethyl etherate / hexane / 2 h / 0 °C / Inert atmosphere

5: potassium carbonate / methanol / 3 h

6: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

With pyridine; 2,6-dimethylpyridine; dmap; boron trifluoride diethyl etherate; diisobutylaluminium hydride; potassium carbonate; acetic acid; dicyclohexyl-carbodiimide; In methanol; hexane; dichloromethane; toluene;
DOI:10.1021/ol500875e