(R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropan-1-ol

Base Information

Chemical Name:(R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropan-1-ol
CAS No.:1598413-60-5
Molecular Formula:C₂₅H₄₄O₅Si
Molecular Weight:452.707
Hs Code.:

Synonyms:(R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropan-1-ol

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Chemical Property of (R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropan-1-ol

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Technology Process of (R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropan-1-ol

There total 9 articles about (R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropan-1-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: 84.0%

: 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

: 1598413-60-5
(R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropan-1-ol

Guidance literature:: With 18-crown-6 ether; potassium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol500875e

Reference yield:

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

: 1598413-60-5
(R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropan-1-ol

Guidance literature:: Multi-step reaction with 6 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

6: 18-crown-6 ether; potassium hydroxide / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With pyridine; 2,6-dimethylpyridine; dmap; 18-crown-6 ether; boron trifluoride diethyl etherate; diisobutylaluminium hydride; potassium carbonate; acetic acid; potassium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1021/ol500875e

Reference yield:

: 1598413-58-1
C₃₇H₅₀O₆Si

: 1598413-60-5
(R)-3-((2R,4S,6S)-4-(tert-butyldimethylsilyloxy)-6-(2-(4-methoxybenzyloxy)ethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

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

2: potassium carbonate / methanol / 3 h

3: 2,6-dimethylpyridine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

4: 18-crown-6 ether; potassium hydroxide / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; 18-crown-6 ether; boron trifluoride diethyl etherate; potassium carbonate; acetic acid; potassium hydroxide; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol500875e