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

Base Information

Chemical Name:1-benzyl 4-ethyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-yl)-2-((triethylsilyl)oxy)succinate
CAS No.:1309675-21-5
Molecular Formula:C₃₀H₄₈O₇Si₂
Molecular Weight:576.878
Hs Code.:

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

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Chemical Property of 1-benzyl 4-ethyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-yl)-2-((triethylsilyl)oxy)succinate

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Technology Process of 1-benzyl 4-ethyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-yl)-2-((triethylsilyl)oxy)succinate

There total 2 articles about 1-benzyl 4-ethyl (2S)-2-((4R,6S)-2,2-dimethyl-6-(2-(trimethylsilyl)ethynyl)-1,3-dioxan-4-yl)-2-((triethylsilyl)oxy)succinate 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:

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

: 77-76-9
2,2-dimethoxy-propane

: 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

Guidance literature:: With camphor-10-sulfonic acid; In acetone; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ja108848d

Reference yield:

: 1-benzyl 4-ethyl 2-(3-hydroxy-5-(trimethylsilyl)pent-4-ynoyl)-2-((triethylsilyl)oxy)succinate

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate; diethyl methoxy borane / tetrahydrofuran; methanol / -78 °C / Inert atmosphere

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

With sodium tetrahydroborate; camphor-10-sulfonic acid; diethyl methoxy borane; In tetrahydrofuran; methanol; acetone; 1: Prasad reduction;
DOI:10.1021/ol2011192

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