(5S,6R)-5-O-benzyl-6-O-tert-butyl-dimethylsilyl-1-bromo-5,6,7-trihydroxy-hept-2E-ene

Base Information

Chemical Name:(5S,6R)-5-O-benzyl-6-O-tert-butyl-dimethylsilyl-1-bromo-5,6,7-trihydroxy-hept-2E-ene
CAS No.:1410003-39-2
Molecular Formula:C₂₀H₃₃BrO₃Si
Molecular Weight:429.47
Hs Code.:

Synonyms:(5S,6R)-5-O-benzyl-6-O-tert-butyl-dimethylsilyl-1-bromo-5,6,7-trihydroxy-hept-2E-ene

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Chemical Property of (5S,6R)-5-O-benzyl-6-O-tert-butyl-dimethylsilyl-1-bromo-5,6,7-trihydroxy-hept-2E-ene

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Technology Process of (5S,6R)-5-O-benzyl-6-O-tert-butyl-dimethylsilyl-1-bromo-5,6,7-trihydroxy-hept-2E-ene

There total 7 articles about (5S,6R)-5-O-benzyl-6-O-tert-butyl-dimethylsilyl-1-bromo-5,6,7-trihydroxy-hept-2E-ene 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: 91.2%

: 1410003-37-0
(5S,6R)-5-O-benzyl-6,7-di-O-tert-butyl-dimethylsilyl-1-bromo-5,6,7-trihydroxy-hept-2E-ene

: 1410003-39-2
(5S,6R)-5-O-benzyl-6-O-tert-butyl-dimethylsilyl-1-bromo-5,6,7-trihydroxy-hept-2E-ene

Guidance literature:: With hydrogenchloride; water; In chloroform; at 20 ℃; for 36h;
DOI:10.1016/j.tetasy.2012.09.007

Reference yield:

: 1410003-34-7
(5S,6R)-5-O-benzyl-6,7-O-di tert-butyl-dimethylsilyl-1,5,6,7-tetrahydroxy-hept-2E-ene

: 1410003-39-2
(5S,6R)-5-O-benzyl-6-O-tert-butyl-dimethylsilyl-1-bromo-5,6,7-trihydroxy-hept-2E-ene

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 3 h / 0 - 20 °C

2: sodium hydrogencarbonate; sodium bromide / acetone / 25 °C

3: hydrogenchloride; water / chloroform / 36 h / 20 °C

With hydrogenchloride; water; sodium hydrogencarbonate; triethylamine; sodium bromide; In dichloromethane; chloroform; acetone;
DOI:10.1016/j.tetasy.2012.09.007

Reference yield:

: 99838-68-3
(2R,3S)-3-(benzyloxy)hex-5-ene-1,2-diol

: 1410003-39-2
(5S,6R)-5-O-benzyl-6-O-tert-butyl-dimethylsilyl-1-bromo-5,6,7-trihydroxy-hept-2E-ene

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1H-imidazole; dmap / N,N-dimethyl-formamide / 0 - 20 °C

2.1: ozone / dichloromethane / -78 °C

2.2: -78 - 20 °C

3.1: sodium hydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3.2: 4.75 h / 0 - 20 °C

4.1: diisobutylaluminium hydride / tetrahydrofuran; hexane / 1.5 h / -78 °C

5.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C

6.1: sodium hydrogencarbonate; sodium bromide / acetone / 25 °C

7.1: hydrogenchloride; water / chloroform / 36 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; water; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; ozone; triethylamine; sodium bromide; In tetrahydrofuran; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tetasy.2012.09.007