ethyl(E)-7-O-benzyl-6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-D-ribo-hept-2-enoate

Base Information

Chemical Name:ethyl(E)-7-O-benzyl-6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-D-ribo-hept-2-enoate
CAS No.:115828-18-7
Molecular Formula:C₂₅H₄₀O₆Si
Molecular Weight:464.674
Hs Code.:

Synonyms:ethyl(E)-7-O-benzyl-6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-D-ribo-hept-2-enoate

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Chemical Property of ethyl(E)-7-O-benzyl-6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-D-ribo-hept-2-enoate

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Technology Process of ethyl(E)-7-O-benzyl-6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-D-ribo-hept-2-enoate

There total 4 articles about ethyl(E)-7-O-benzyl-6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-D-ribo-hept-2-enoate 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: 60.0%

: 115828-14-3
ethyl(Z)-7-O-benzyl-6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-D-ribo-hept-2-enoate

: 115828-18-7
ethyl(E)-7-O-benzyl-6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-D-ribo-hept-2-enoate

Guidance literature:: With n-butyllithium; ethanethiol; In tetrahydrofuran; at 25 ℃; for 1.5h;
DOI:10.1021/jo00263a017

Reference yield:

: 198969-39-0
5-O-benzyl-2,3-O-isopropylidene-D-ribofuranose

: 115828-18-7
ethyl(E)-7-O-benzyl-6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-D-ribo-hept-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / CH₂Cl₂ / 4 h / Heating

2: 85 percent / 2,6-dimethylpyridine / CH₂Cl₂ / 0.5 h / 25 °C

3: 60 percent / ethanethiol, n-BuLi / tetrahydrofuran / 1.5 h / 25 °C

With 2,6-dimethylpyridine; n-butyllithium; ethanethiol; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00263a017

Reference yield:

: 104410-90-4
tert-butyldimethylsilyl trifluoroacetate

: 115828-18-7
ethyl(E)-7-O-benzyl-6-O-(tert-butyldimethylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-D-ribo-hept-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / 2,6-dimethylpyridine / CH₂Cl₂ / 0.5 h / 25 °C

2: 60 percent / ethanethiol, n-BuLi / tetrahydrofuran / 1.5 h / 25 °C

With 2,6-dimethylpyridine; n-butyllithium; ethanethiol; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00263a017