(2S)-1-(4-bromobenzyloxy)-10,11-dihydroxy-2-triethylsilanyloxyundec-4-yn-6-one

Base Information

Chemical Name:(2S)-1-(4-bromobenzyloxy)-10,11-dihydroxy-2-triethylsilanyloxyundec-4-yn-6-one
CAS No.:897961-32-9
Molecular Formula:C₂₄H₃₇BrO₅Si
Molecular Weight:513.544
Hs Code.:

Synonyms:(2S)-1-(4-bromobenzyloxy)-10,11-dihydroxy-2-triethylsilanyloxyundec-4-yn-6-one

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Chemical Property of (2S)-1-(4-bromobenzyloxy)-10,11-dihydroxy-2-triethylsilanyloxyundec-4-yn-6-one

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Technology Process of (2S)-1-(4-bromobenzyloxy)-10,11-dihydroxy-2-triethylsilanyloxyundec-4-yn-6-one

There total 9 articles about (2S)-1-(4-bromobenzyloxy)-10,11-dihydroxy-2-triethylsilanyloxyundec-4-yn-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: 89.0%

: 897961-30-7
(10S)-11-(4-bromobenzyloxy)-10-triethylsilanyloxyundec-1-en-7-yn-6-one

: 897961-32-9
(2S)-1-(4-bromobenzyloxy)-10,11-dihydroxy-2-triethylsilanyloxyundec-4-yn-6-one

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; water; In tert-butyl alcohol; at 0 ℃; for 18h;
DOI:10.1039/b603015g

Reference yield:

: 897961-93-2
(2S)-1-(4-bromo-benzyloxy)-pent-4-yn-2-ol

: 897961-32-9
(2S)-1-(4-bromobenzyloxy)-10,11-dihydroxy-2-triethylsilanyloxyundec-4-yn-6-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 97 percent / imidazole / tetrahydrofuran / 18 h / 20 °C

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

2.2: 65 percent / tetrahydrofuran / 18 h / -78 - 20 °C

3.1: 95 percent / tetrahydrofuran / 4 h / 30 °C

4.1: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

5.1: 89 percent / NMO; OsO₄; H₂O / 2-methyl-propan-2-ol / 18 h / 0 °C

With 1H-imidazole; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; water; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 4.1: Dess-Martin oxidation;
DOI:10.1039/b603015g

Reference yield:

: 897961-28-3
(10S)-11-(4-bromobenzyloxy)-10-triethylsilanyloxyundec-1-en-7-yn-6-ol

: 897961-32-9
(2S)-1-(4-bromobenzyloxy)-10,11-dihydroxy-2-triethylsilanyloxyundec-4-yn-6-one

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

2: 89 percent / NMO; OsO₄; H₂O / 2-methyl-propan-2-ol / 18 h / 0 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; water; Dess-Martin periodane; In dichloromethane; tert-butyl alcohol; 1: Dess-Martin oxidation;
DOI:10.1039/b603015g