Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-(((vinyloxy)methyl)methylene)-α-D-ribo-hexopyranoside

Base Information

Chemical Name:Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-(((vinyloxy)methyl)methylene)-α-D-ribo-hexopyranoside
CAS No.:78342-23-1
Molecular Formula:C₂₄H₃₆O₆Si
Molecular Weight:448.632
Hs Code.:

Synonyms:Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-(((vinyloxy)methyl)methylene)-α-D-ribo-hexopyranoside

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Chemical Property of Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-(((vinyloxy)methyl)methylene)-α-D-ribo-hexopyranoside

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Technology Process of Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-(((vinyloxy)methyl)methylene)-α-D-ribo-hexopyranoside

There total 6 articles about Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-(((vinyloxy)methyl)methylene)-α-D-ribo-hexopyranoside 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%

: 78329-11-0
Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-((hydroxymethyl)methylene)-α-D-ribo-pyranoside

: 109-92-2,25104-37-4
ethyl vinyl ether

: 78342-23-1
Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-(((vinyloxy)methyl)methylene)-α-D-ribo-hexopyranoside

Guidance literature:: With mercury(II) trifluoroacetate;
DOI:10.1021/jo00187a010

Reference yield:

: 78329-10-9
Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-α-D-ribo-hexopyranosid-3-uloside

: 78342-23-1
Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-(((vinyloxy)methyl)methylene)-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / acetonitrile / 24 h / Heating

2: 90 percent / diisobutylaluminum hydride / toluene / 0.5 h / 0 °C

3: 90 percent / mercuric trifluoroacetate

With mercury(II) trifluoroacetate; diisobutylaluminium hydride; In toluene; acetonitrile;
DOI:10.1021/jo00187a010

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 78342-23-1
Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-(((vinyloxy)methyl)methylene)-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: Imidazole / dimethylformamide / 4 h / Ambient temperature

2: 80 percent / dimethylsulfoxide, trifluoracetic anhydride / CH₂Cl₂ / 0.5 h / -78 °C

3: 76 percent / acetonitrile / 24 h / Heating

4: 90 percent / diisobutylaluminum hydride / toluene / 0.5 h / 0 °C

5: 90 percent / mercuric trifluoroacetate

With 1H-imidazole; mercury(II) trifluoroacetate; diisobutylaluminium hydride; dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo00187a010