(2S,4R,5R)-4-O-benzyl-1,2-O-bis-(tert-butyldimethylsilyl)-3,3-difluorohexane-1,2,4,5,6-pentol

Base Information

Chemical Name:(2S,4R,5R)-4-O-benzyl-1,2-O-bis-(tert-butyldimethylsilyl)-3,3-difluorohexane-1,2,4,5,6-pentol
CAS No.:1015418-11-7
Molecular Formula:C₂₅H₄₆F₂O₅Si₂
Molecular Weight:520.805
Hs Code.:

Synonyms:(2S,4R,5R)-4-O-benzyl-1,2-O-bis-(tert-butyldimethylsilyl)-3,3-difluorohexane-1,2,4,5,6-pentol

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Chemical Property of (2S,4R,5R)-4-O-benzyl-1,2-O-bis-(tert-butyldimethylsilyl)-3,3-difluorohexane-1,2,4,5,6-pentol

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Technology Process of (2S,4R,5R)-4-O-benzyl-1,2-O-bis-(tert-butyldimethylsilyl)-3,3-difluorohexane-1,2,4,5,6-pentol

There total 5 articles about (2S,4R,5R)-4-O-benzyl-1,2-O-bis-(tert-butyldimethylsilyl)-3,3-difluorohexane-1,2,4,5,6-pentol 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: 87.0%

: 1015418-10-6
(2S,4R,5R)-4-O-benzyl-1,2-O-bis-(tert-butyldimethylsilyl)-3,3-difluoro-5,6-O-isopropylidenehexane-1,2,4,5,6-pentol

: 1015418-11-7
(2S,4R,5R)-4-O-benzyl-1,2-O-bis-(tert-butyldimethylsilyl)-3,3-difluorohexane-1,2,4,5,6-pentol

Guidance literature:: With tin(ll) chloride; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/j.jfluchem.2007.01.007

Reference yield:

: 100-39-0
benzyl bromide

: 1015418-11-7
(2S,4R,5R)-4-O-benzyl-1,2-O-bis-(tert-butyldimethylsilyl)-3,3-difluorohexane-1,2,4,5,6-pentol

Guidance literature:: Multi-step reaction with 4 steps

1.1: indium / dimethylformamide

1.2: sodium hydride; Bu₄NI / tetrahydrofuran / 0.83 h / 0 - 20 °C

1.3: tetrahydrofuran / 20 °C

2.1: 1.048 g / NMNO / OsO₄ / acetone; H₂O / 48 h / 20 °C

3.1: 94 percent / DMAP; imidazole / dimethylformamide / 20 °C

4.1: 87 percent / tin(II) chloride / CH₂Cl₂ / 0.5 h / 20 °C

With 1H-imidazole; dmap; indium; bis-(2-chloro-ethyl)-methyl-amine oxide; tin(ll) chloride; osmium(VIII) oxide; In dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.jfluchem.2007.01.007

Reference yield:

: 634181-78-5
(R)-4-((R)-1-(benzyloxy)-2,2-difluorobut-3-en-1-yl)-2,2-dimethyl-1,3-dioxolane

: 1015418-11-7
(2S,4R,5R)-4-O-benzyl-1,2-O-bis-(tert-butyldimethylsilyl)-3,3-difluorohexane-1,2,4,5,6-pentol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.048 g / NMNO / OsO₄ / acetone; H₂O / 48 h / 20 °C

2: 94 percent / DMAP; imidazole / dimethylformamide / 20 °C

3: 87 percent / tin(II) chloride / CH₂Cl₂ / 0.5 h / 20 °C

With 1H-imidazole; dmap; bis-(2-chloro-ethyl)-methyl-amine oxide; tin(ll) chloride; osmium(VIII) oxide; In dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.jfluchem.2007.01.007