1-benzyl 4-ethyl (2S)-2-((tert-butyldimethylsilyl)oxy)-2-((1R,3S)-1,3-dihydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)succinate

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Chemical Name:1-benzyl 4-ethyl (2S)-2-((tert-butyldimethylsilyl)oxy)-2-((1R,3S)-1,3-dihydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)succinate
CAS No.:1309675-57-7
Molecular Formula:C₂₇H₄₄O₇Si₂
Molecular Weight:536.813
Hs Code.:

Synonyms:1-benzyl 4-ethyl (2S)-2-((tert-butyldimethylsilyl)oxy)-2-((1R,3S)-1,3-dihydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)succinate

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Chemical Property of 1-benzyl 4-ethyl (2S)-2-((tert-butyldimethylsilyl)oxy)-2-((1R,3S)-1,3-dihydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)succinate

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Technology Process of 1-benzyl 4-ethyl (2S)-2-((tert-butyldimethylsilyl)oxy)-2-((1R,3S)-1,3-dihydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)succinate

There total 2 articles about 1-benzyl 4-ethyl (2S)-2-((tert-butyldimethylsilyl)oxy)-2-((1R,3S)-1,3-dihydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)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: 95.0%

: C₂₇H₄₂O₇Si₂

: 1309675-57-7
1-benzyl 4-ethyl (2S)-2-((tert-butyldimethylsilyl)oxy)-2-((1R,3S)-1,3-dihydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)succinate

Guidance literature:: With sodium tetrahydroborate; diethyl methoxy borane; In tetrahydrofuran; methanol; at -78 ℃; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol2011192

Reference yield:

: 1309675-13-5
1-benzyl 4-ethyl (2S)-2-((tert-butyldimethylsilyl)oxy)-2-((3S)-3-hydroxy-5-(trimethylsilyl)pent-4-ynoyl)succinate

: 1309675-57-7
1-benzyl 4-ethyl (2S)-2-((tert-butyldimethylsilyl)oxy)-2-((1R,3S)-1,3-dihydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)succinate

Guidance literature:: 1-benzyl 4-ethyl (2S)-2-((tert-butyldimethylsilyl)oxy)-2-((3S)-3-hydroxy-5-(trimethylsilyl)pent-4-ynoyl)succinate; With diethyl methoxy borane; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

With sodium tetrahydroborate; In tetrahydrofuran; at -78 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ja108848d

Reference yield: 76.0%

: 1309675-57-7
1-benzyl 4-ethyl (2S)-2-((tert-butyldimethylsilyl)oxy)-2-((1R,3S)-1,3-dihydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)succinate

: 79-11-8
chloroacetic acid

: 1309675-18-0
1-benzyl 4-ethyl (2S)-2-((tert-butyldimethylsilyl)oxy)-2-((1R,3R)-3-(2-chloroacetoxy)-1-hydroxy-5-(trimethylsilyl)pent-4-yn-1-yl)succinate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol2011192