(2R,4R,6R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-ol

Base Information

Chemical Name:(2R,4R,6R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-ol
CAS No.:193416-55-6
Molecular Formula:C₂₀H₃₀O₆
Molecular Weight:366.455
Hs Code.:

Synonyms:(2R,4R,6R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-ol

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Chemical Property of (2R,4R,6R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-ol

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Technology Process of (2R,4R,6R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-ol

There total 4 articles about (2R,4R,6R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-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: 97.0%

: 193416-38-5
(2R,6R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-one

: 193416-55-6
(2R,4R,6R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-ol

Guidance literature:: With potassium tri-sec-butyl-borohydride; In tetrahydrofuran;
DOI:10.1021/jo9708755

Reference yield:

: {2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-3,6-dihydro-2H-pyran-4-yloxy}-triethyl-silane

: 193416-55-6
(2R,4R,6R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1: TBAF, TsOH / tetrahydrofuran

2: 97 percent / K(s-Bu₃BH) / tetrahydrofuran

With tetrabutyl ammonium fluoride; potassium tri-sec-butyl-borohydride; toluene-4-sulfonic acid; In tetrahydrofuran;
DOI:10.1021/jo9708755

Reference yield:

: 193416-33-0
Triethyl-[(E)-5-(4-methoxy-benzyloxy)-1-methylene-pent-2-enyloxy]-silane

: 193416-55-6
(2R,4R,6R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1: BF₃*OEt₂ / diethyl ether / -78 °C

2: TBAF, TsOH / tetrahydrofuran

3: 97 percent / K(s-Bu₃BH) / tetrahydrofuran

With boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; potassium tri-sec-butyl-borohydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo9708755