(2''S)-1-{2-[3-(4-bromobenzyloxy)-2-triethylsilanyloxy-propyl][1,3]dithian-2-yl}-6,7-dihydroxy-heptan-2-one

Base Information

Chemical Name:(2''S)-1-{2-[3-(4-bromobenzyloxy)-2-triethylsilanyloxy-propyl][1,3]dithian-2-yl}-6,7-dihydroxy-heptan-2-one
CAS No.:897961-34-1
Molecular Formula:C₂₇H₄₅BrO₅S₂Si
Molecular Weight:621.773
Hs Code.:

Synonyms:(2''S)-1-{2-[3-(4-bromobenzyloxy)-2-triethylsilanyloxy-propyl][1,3]dithian-2-yl}-6,7-dihydroxy-heptan-2-one

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Chemical Property of (2''S)-1-{2-[3-(4-bromobenzyloxy)-2-triethylsilanyloxy-propyl][1,3]dithian-2-yl}-6,7-dihydroxy-heptan-2-one

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Technology Process of (2''S)-1-{2-[3-(4-bromobenzyloxy)-2-triethylsilanyloxy-propyl][1,3]dithian-2-yl}-6,7-dihydroxy-heptan-2-one

There total 10 articles about (2''S)-1-{2-[3-(4-bromobenzyloxy)-2-triethylsilanyloxy-propyl][1,3]dithian-2-yl}-6,7-dihydroxy-heptan-2-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: 90.0%

: 109-80-8
1.3-propanedithiol

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

: 897961-34-1
(2''S)-1-{2-[3-(4-bromobenzyloxy)-2-triethylsilanyloxy-propyl][1,3]dithian-2-yl}-6,7-dihydroxy-heptan-2-one

Guidance literature:: With sodium methylate; In methanol; dichloromethane; at -10 ℃; for 18h;
DOI:10.1039/b603015g

Reference yield:

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

: 897961-34-1
(2''S)-1-{2-[3-(4-bromobenzyloxy)-2-triethylsilanyloxy-propyl][1,3]dithian-2-yl}-6,7-dihydroxy-heptan-2-one

Guidance literature:: Multi-step reaction with 6 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

6.1: 90 percent / NaOMe / methanol; CH₂Cl₂ / 18 h / -10 °C

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

Reference yield:

: 897961-26-1
(5S)-6-(4-bromo-benzyloxy)-5-triethylsilanyloxy-hex-2-ynal

: 897961-34-1
(2''S)-1-{2-[3-(4-bromobenzyloxy)-2-triethylsilanyloxy-propyl][1,3]dithian-2-yl}-6,7-dihydroxy-heptan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / tetrahydrofuran / 4 h / 30 °C

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

3: 89 percent / NMO; OsO₄; H₂O / 2-methyl-propan-2-ol / 18 h / 0 °C

4: 90 percent / NaOMe / methanol; CH₂Cl₂ / 18 h / -10 °C

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