Methyl 4,6-O-Benzylidene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-((hydroxymethyl)methylene)-α-D-arabino-hexopyranoside

Base Information

Chemical Name:Methyl 4,6-O-Benzylidene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-((hydroxymethyl)methylene)-α-D-arabino-hexopyranoside
CAS No.:89889-10-1
Molecular Formula:C₂₂H₃₄O₆Si
Molecular Weight:422.594
Hs Code.:

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

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

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

There total 5 articles about Methyl 4,6-O-Benzylidene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-((hydroxymethyl)methylene)-α-D-arabino-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%

: 78329-22-3
Methyl 4,6-O-Benzylidene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-((E)-carbethoxymethylene)-α-D-arabino-hexopyranoside

: 89889-10-1
Methyl 4,6-O-Benzylidene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-((hydroxymethyl)methylene)-α-D-arabino-hexopyranoside

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.5h;
DOI:10.1021/jo00187a010

Reference yield:

: 112711-35-0
methyl 3-O-[(1,1-dimethylethyl)dimethylsilyl]-4,6-O-[(R)-phenylmethylene]-α-D-glucopyranoside

: 89889-10-1
Methyl 4,6-O-Benzylidene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-((hydroxymethyl)methylene)-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / dimethylsulfoxide, trifluoracetic anhydride / CH₂Cl₂ / 0.5 h / -78 °C

2: 90 percent / acetonitrile / Heating

3: 90 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

With lithium aluminium tetrahydride; dimethyl sulfoxide; trifluoroacetic anhydride; In diethyl ether; dichloromethane; acetonitrile;
DOI:10.1021/jo00187a010

Reference yield:

: 78342-32-2
Methyl 4,6-O-benzylidene-3-O-(t-butyldimethylsilyl)-α-D-ribo-hexopyranosid-2-uloside

: 89889-10-1
Methyl 4,6-O-Benzylidene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-((hydroxymethyl)methylene)-α-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / acetonitrile / Heating

2: 90 percent / LiAlH₄ / diethyl ether / 0.5 h / 0 °C

With lithium aluminium tetrahydride; In diethyl ether; acetonitrile;
DOI:10.1021/jo00187a010