(2S)-1-benzyloxy-9-hydroxy-2-triethylsilanyloxy-12-trimethylsilanyldodeca-4,11-diyn-6-one

Base Information

Chemical Name:(2S)-1-benzyloxy-9-hydroxy-2-triethylsilanyloxy-12-trimethylsilanyldodeca-4,11-diyn-6-one
CAS No.:897961-40-9
Molecular Formula:C₂₈H₄₄O₄Si₂
Molecular Weight:500.826
Hs Code.:

Synonyms:(2S)-1-benzyloxy-9-hydroxy-2-triethylsilanyloxy-12-trimethylsilanyldodeca-4,11-diyn-6-one

Suppliers and Price of (2S)-1-benzyloxy-9-hydroxy-2-triethylsilanyloxy-12-trimethylsilanyldodeca-4,11-diyn-6-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S)-1-benzyloxy-9-hydroxy-2-triethylsilanyloxy-12-trimethylsilanyldodeca-4,11-diyn-6-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S)-1-benzyloxy-9-hydroxy-2-triethylsilanyloxy-12-trimethylsilanyldodeca-4,11-diyn-6-one

There total 9 articles about (2S)-1-benzyloxy-9-hydroxy-2-triethylsilanyloxy-12-trimethylsilanyldodeca-4,11-diyn-6-one 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: 50.0%

: 897961-39-6
(7S)-8-benzyloxy-1-oxiranyl-7-triethylsilanyloxyoct-4-yn-3-one

: 1066-54-2
trimethylsilylacetylene

: 897961-40-9
(2S)-1-benzyloxy-9-hydroxy-2-triethylsilanyloxy-12-trimethylsilanyldodeca-4,11-diyn-6-one

Guidance literature:: trimethylsilylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With boron trifluoride-tetrahydrofuran complex; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(7S)-8-benzyloxy-1-oxiranyl-7-triethylsilanyloxyoct-4-yn-3-one; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 0.5h; Further stages.;
DOI:10.1039/b603015g

Reference yield:

: 897961-94-3
(1S)-(1-benzyloxymethyl-but-3-ynyloxy)-triethyl-silane

: 897961-40-9
(2S)-1-benzyloxy-9-hydroxy-2-triethylsilanyloxy-12-trimethylsilanyldodeca-4,11-diyn-6-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran / 1 h / -78 °C

1.2: 87 percent / tetrahydrofuran / 18 h / -78 - 20 °C

2.1: 96 percent / tetrahydrofuran / 4 h / 30 °C

3.1: 97 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

4.1: 75 percent / mCPBA; Na₂HPO₄ / CH₂Cl₂ / 13 h / 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: BF₃*THF / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.3: 50 percent / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C

With disodium hydrogenphosphate; n-butyllithium; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; hexane; dichloromethane; 3.1: Dess-Martin oxidation;
DOI:10.1039/b603015g

Reference yield:

: 897961-88-5
(9S)-10-benzyloxy-9-triethylsilanyloxydec-1-en-6-yn-5-ol

: 897961-40-9
(2S)-1-benzyloxy-9-hydroxy-2-triethylsilanyloxy-12-trimethylsilanyldodeca-4,11-diyn-6-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

2.1: 75 percent / mCPBA; Na₂HPO₄ / CH₂Cl₂ / 13 h / 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: BF₃*THF / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.3: 50 percent / tetrahydrofuran; hexane / 0.5 h / -78 - 20 °C

With disodium hydrogenphosphate; n-butyllithium; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; hexane; dichloromethane; 1.1: Dess-Martin oxidation;
DOI:10.1039/b603015g