4-triisopropylsilyloxy-(4R,6S)-2-((S)-1-(2,6-bis-(ethoxymethoxy)phenyl)propan-2-yl)-2-methoxy-6-methyltetrahydro-2H-pyran

Base Information

Chemical Name:4-triisopropylsilyloxy-(4R,6S)-2-((S)-1-(2,6-bis-(ethoxymethoxy)phenyl)propan-2-yl)-2-methoxy-6-methyltetrahydro-2H-pyran
CAS No.:1610702-22-1
Molecular Formula:C₃₁H₅₆O₇Si
Molecular Weight:568.867
Hs Code.:

Synonyms:4-triisopropylsilyloxy-(4R,6S)-2-((S)-1-(2,6-bis-(ethoxymethoxy)phenyl)propan-2-yl)-2-methoxy-6-methyltetrahydro-2H-pyran

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Chemical Property of 4-triisopropylsilyloxy-(4R,6S)-2-((S)-1-(2,6-bis-(ethoxymethoxy)phenyl)propan-2-yl)-2-methoxy-6-methyltetrahydro-2H-pyran

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Technology Process of 4-triisopropylsilyloxy-(4R,6S)-2-((S)-1-(2,6-bis-(ethoxymethoxy)phenyl)propan-2-yl)-2-methoxy-6-methyltetrahydro-2H-pyran

There total 9 articles about 4-triisopropylsilyloxy-(4R,6S)-2-((S)-1-(2,6-bis-(ethoxymethoxy)phenyl)propan-2-yl)-2-methoxy-6-methyltetrahydro-2H-pyran 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: 70.0%

: (4R,6S)-2-((S)-1-(2,6-bis(ethoxymethoxy)phenyl)propan-2-yl)-2-methoxy-6-methyltetrahydro-2H-pyran-4-ol

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 1610702-22-1
4-triisopropylsilyloxy-(4R,6S)-2-((S)-1-(2,6-bis-(ethoxymethoxy)phenyl)propan-2-yl)-2-methoxy-6-methyltetrahydro-2H-pyran

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jo5008527

Reference yield:

: 1610702-02-7
2-bromo-1,3-bis(ethoxymethoxy)benzene

: 1610702-22-1
4-triisopropylsilyloxy-(4R,6S)-2-((S)-1-(2,6-bis-(ethoxymethoxy)phenyl)propan-2-yl)-2-methoxy-6-methyltetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate; palladium diacetate; ruphos / water; toluene / 1.5 h / 85 °C / Inert atmosphere

2.1: methyllithium / diethyl ether / 0.25 h / -78 - 0 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate / dichloromethane / 0.03 h / -78 °C / Inert atmosphere

4.2: 1.5 h / -78 °C / Inert atmosphere

5.1: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 1 h / 20 °C / Inert atmosphere

6.1: 2,6-dimethylpyridine / dichloromethane / 1 h / -78 °C / Inert atmosphere

With 2,6-dimethylpyridine; 10 wt% Pd(OH)2 on carbon; boron trifluoride diethyl etherate; methyllithium; hydrogen; palladium diacetate; potassium carbonate; triethylamine; ruphos; In methanol; diethyl ether; dichloromethane; water; toluene; 1.1: |Suzuki Coupling / 4.1: |Mukaiyama Aldol Addition / 4.2: |Mukaiyama Aldol Addition;
DOI:10.1021/jo5008527

Reference yield:

: 1610702-12-9
(S)-4-(2,6-bis(ethoxymethoxy)phenyl)-3-methylbutan-2-one

: 1610702-22-1
4-triisopropylsilyloxy-(4R,6S)-2-((S)-1-(2,6-bis-(ethoxymethoxy)phenyl)propan-2-yl)-2-methoxy-6-methyltetrahydro-2H-pyran

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / dichloromethane / 0.03 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 °C / Inert atmosphere

3.1: hydrogen; 10 wt% Pd(OH)2 on carbon / methanol / 1 h / 20 °C / Inert atmosphere

4.1: 2,6-dimethylpyridine / dichloromethane / 1 h / -78 °C / Inert atmosphere

With 2,6-dimethylpyridine; 10 wt% Pd(OH)2 on carbon; boron trifluoride diethyl etherate; hydrogen; triethylamine; In methanol; dichloromethane; 2.1: |Mukaiyama Aldol Addition / 2.2: |Mukaiyama Aldol Addition;
DOI:10.1021/jo5008527