benzyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-y)-4-hydroxy-2-((triethylsilyl)oxy)butanoate

Base Information

Chemical Name:benzyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-y)-4-hydroxy-2-((triethylsilyl)oxy)butanoate
CAS No.:1309675-43-1
Molecular Formula:C₂₈H₄₆O₆Si₂
Molecular Weight:534.841
Hs Code.:

Synonyms:benzyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-y)-4-hydroxy-2-((triethylsilyl)oxy)butanoate

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Chemical Property of benzyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-y)-4-hydroxy-2-((triethylsilyl)oxy)butanoate

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Technology Process of benzyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-y)-4-hydroxy-2-((triethylsilyl)oxy)butanoate

There total 4 articles about benzyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-y)-4-hydroxy-2-((triethylsilyl)oxy)butanoate 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:

: 1309675-21-5
1-benzyl 4-ethyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-yl)-2-((triethylsilyl)oxy)succinate

: 1309675-43-1
benzyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-y)-4-hydroxy-2-((triethylsilyl)oxy)butanoate

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; at -78 - 0 ℃; for 0.833333h; Inert atmosphere;
DOI:10.1021/ja108848d

Reference yield:

: 1309675-21-5
1-benzyl 4-ethyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-yl)-2-((triethylsilyl)oxy)succinate

: 1309675-23-7
(2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-y)-2-((triethylsilyl)oxy)butane-1,4-diol

: 1309675-43-1
benzyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-y)-4-hydroxy-2-((triethylsilyl)oxy)butanoate

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; dichloromethane; at -30 - -20 ℃; Inert atmosphere;
DOI:10.1021/ol2011192

Reference yield:

: 1309675-40-8
1-benzyl 4-ethyl (2S)-2-((1R,3S)-1,3-dihydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)-2-((triethylsilyl)oxy)succinate

: 1309675-43-1
benzyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-y)-4-hydroxy-2-((triethylsilyl)oxy)butanoate

Guidance literature:: Multi-step reaction with 2 steps

1: camphor-10-sulfonic acid / acetone / 16 h / 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / dichloromethane / -10 - 20 °C / Inert atmosphere

With camphor-10-sulfonic acid; diisobutylaluminium hydride; In dichloromethane; acetone;
DOI:10.1021/ol2011192