(Z)-6-O-(tert-butyldimethylsilyl)-1-(4,5-dichloro-2-nitrophenyl)-1,2-dideoxy-3,4-O-isopropylidene-D-allo-1-enitol

Base Information

Chemical Name:(Z)-6-O-(tert-butyldimethylsilyl)-1-(4,5-dichloro-2-nitrophenyl)-1,2-dideoxy-3,4-O-isopropylidene-D-allo-1-enitol
CAS No.:548448-70-0
Molecular Formula:C₂₁H₃₁Cl₂NO₆Si
Molecular Weight:492.472
Hs Code.:

Synonyms:(Z)-6-O-(tert-butyldimethylsilyl)-1-(4,5-dichloro-2-nitrophenyl)-1,2-dideoxy-3,4-O-isopropylidene-D-allo-1-enitol

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Chemical Property of (Z)-6-O-(tert-butyldimethylsilyl)-1-(4,5-dichloro-2-nitrophenyl)-1,2-dideoxy-3,4-O-isopropylidene-D-allo-1-enitol

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Technology Process of (Z)-6-O-(tert-butyldimethylsilyl)-1-(4,5-dichloro-2-nitrophenyl)-1,2-dideoxy-3,4-O-isopropylidene-D-allo-1-enitol

There total 4 articles about (Z)-6-O-(tert-butyldimethylsilyl)-1-(4,5-dichloro-2-nitrophenyl)-1,2-dideoxy-3,4-O-isopropylidene-D-allo-1-enitol 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:

: 7494-45-3
1,2-dichloro-4-methyl-5-nitrobenzene

: 548448-70-0
(Z)-6-O-(tert-butyldimethylsilyl)-1-(4,5-dichloro-2-nitrophenyl)-1,2-dideoxy-3,4-O-isopropylidene-D-allo-1-enitol

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / NBS; benzoyl peroxide / benzene / 14 h / Heating

2: 89 percent / toluene / 96 h / 20 °C

3: 99 percent / sodium hydroxide / H₂O; CH₂Cl₂ / 1 h / 20 °C

4: acetonitrile / 16 h / Heating

With sodium hydroxide; N-Bromosuccinimide; dibenzoyl peroxide; In dichloromethane; water; toluene; acetonitrile; benzene; 4: Wittig reaction;
DOI:10.1021/jo020643s

Reference yield:

: 93213-80-0
4,5-dichloro-2-nitrobenzyl bromide

: 548448-70-0
(Z)-6-O-(tert-butyldimethylsilyl)-1-(4,5-dichloro-2-nitrophenyl)-1,2-dideoxy-3,4-O-isopropylidene-D-allo-1-enitol

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / toluene / 96 h / 20 °C

2: 99 percent / sodium hydroxide / H₂O; CH₂Cl₂ / 1 h / 20 °C

3: acetonitrile / 16 h / Heating

With sodium hydroxide; In dichloromethane; water; toluene; acetonitrile; 3: Wittig reaction;
DOI:10.1021/jo020643s

Reference yield:

: (4,5-dichloro-2-nitrobenzyl)triphenylphosphonium bromide

: 548448-70-0
(Z)-6-O-(tert-butyldimethylsilyl)-1-(4,5-dichloro-2-nitrophenyl)-1,2-dideoxy-3,4-O-isopropylidene-D-allo-1-enitol

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / sodium hydroxide / H₂O; CH₂Cl₂ / 1 h / 20 °C

2: acetonitrile / 16 h / Heating

With sodium hydroxide; In dichloromethane; water; acetonitrile; 2: Wittig reaction;
DOI:10.1021/jo020643s