((4S,5S)-1-(benzyloxy)-5-methyl-9-(tetrahydro-2H-pyran-2-yloxy)non-7-yn-4-yloxy)(tert-butyl)dimethylsilane

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Chemical Name:((4S,5S)-1-(benzyloxy)-5-methyl-9-(tetrahydro-2H-pyran-2-yloxy)non-7-yn-4-yloxy)(tert-butyl)dimethylsilane
CAS No.:1438887-88-7
Molecular Formula:C₂₈H₄₆O₄Si
Molecular Weight:474.756
Hs Code.:

Synonyms:((4S,5S)-1-(benzyloxy)-5-methyl-9-(tetrahydro-2H-pyran-2-yloxy)non-7-yn-4-yloxy)(tert-butyl)dimethylsilane

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Chemical Property of ((4S,5S)-1-(benzyloxy)-5-methyl-9-(tetrahydro-2H-pyran-2-yloxy)non-7-yn-4-yloxy)(tert-butyl)dimethylsilane

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Technology Process of ((4S,5S)-1-(benzyloxy)-5-methyl-9-(tetrahydro-2H-pyran-2-yloxy)non-7-yn-4-yloxy)(tert-butyl)dimethylsilane

There total 7 articles about ((4S,5S)-1-(benzyloxy)-5-methyl-9-(tetrahydro-2H-pyran-2-yloxy)non-7-yn-4-yloxy)(tert-butyl)dimethylsilane 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: 65.0%

: 6089-04-9
3-(tetrahydropyran-2'-yloxy)propyne

: 1438887-87-6
((2R,3S)-6-(benzyloxy)-1-bromo-2-methylhexan-3-yloxy)(tert-butyl)dimethylsilane

: 1438887-88-7
((4S,5S)-1-(benzyloxy)-5-methyl-9-(tetrahydro-2H-pyran-2-yloxy)non-7-yn-4-yloxy)(tert-butyl)dimethylsilane

Guidance literature:: 3-(tetrahydropyran-2'-yloxy)propyne; ((2R,3S)-6-(benzyloxy)-1-bromo-2-methylhexan-3-yloxy)(tert-butyl)dimethylsilane; With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; at -45 - 30 ℃; for 0.0833333h;

((2R,3S)-6-(benzyloxy)-1-bromo-2-methylhexan-3-yloxy)(tert-butyl)dimethylsilane; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; hexane; at -40 - 0 ℃; for 5h;
DOI:10.1016/j.tetlet.2013.01.134

Reference yield:

: 5470-84-8
4-benzyloxybutanal

: 1438887-88-7
((4S,5S)-1-(benzyloxy)-5-methyl-9-(tetrahydro-2H-pyran-2-yloxy)non-7-yn-4-yloxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 5 steps

1.1: titanium tetrachloride / dichloromethane / -15 °C

1.2: 0.5 h / -15 °C

1.3: 1 h / -15 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

3.1: sodium tetrahydroborate; methanol / 1 h

4.1: triphenylphosphine; carbon tetrabromide / acetonitrile / 2.08 h / 0 - 20 °C

5.1: N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -45 - 30 °C

5.2: 5 h / -40 - 0 °C

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; carbon tetrabromide; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2013.01.134

Reference yield:

: 4541-14-4
4-benzyloxy-butan-1-ol

: 1438887-88-7
((4S,5S)-1-(benzyloxy)-5-methyl-9-(tetrahydro-2H-pyran-2-yloxy)non-7-yn-4-yloxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C

1.2: 1.5 h / -78 - 20 °C

2.1: titanium tetrachloride / dichloromethane / -15 °C

2.2: 0.5 h / -15 °C

2.3: 1 h / -15 °C

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 0 °C

4.1: sodium tetrahydroborate; methanol / 1 h

5.1: triphenylphosphine; carbon tetrabromide / acetonitrile / 2.08 h / 0 - 20 °C

6.1: N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium / tetrahydrofuran; hexane / 0.08 h / -45 - 30 °C

6.2: 5 h / -40 - 0 °C

With methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; carbon tetrabromide; titanium tetrachloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2013.01.134