Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-((E)-carbethoxymethylene)-α-D-ribo-hexopyranoside

Base Information

Chemical Name:Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-((E)-carbethoxymethylene)-α-D-ribo-hexopyranoside
CAS No.:78342-22-0
Molecular Formula:C₂₄H₃₆O₇Si
Molecular Weight:464.631
Hs Code.:

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

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

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

There total 4 articles about Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-((E)-carbethoxymethylene)-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: 85.0%

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

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 78342-22-0
Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-((E)-carbethoxymethylene)-α-D-ribo-hexopyranoside

Guidance literature:: In acetonitrile; for 4h; Heating;
DOI:10.1021/jo00331a050

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 78342-22-0
Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-((E)-carbethoxymethylene)-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 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

With 1H-imidazole; dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00187a010

Reference yield:

: 3162-96-7
4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

: 78342-22-0
Methyl 4,6-O-Benzylidene-2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-((E)-carbethoxymethylene)-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 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

With 1H-imidazole; dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00187a010