methyl 3-O-(α-D-arabinofuranosyl)-4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside

Base Information

Chemical Name:methyl 3-O-(α-D-arabinofuranosyl)-4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside
CAS No.:352438-46-1
Molecular Formula:C₂₆H₃₂O₁₀
Molecular Weight:504.534
Hs Code.:

Synonyms:methyl 3-O-(α-D-arabinofuranosyl)-4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside

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Chemical Property of methyl 3-O-(α-D-arabinofuranosyl)-4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside

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Technology Process of methyl 3-O-(α-D-arabinofuranosyl)-4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside

There total 4 articles about methyl 3-O-(α-D-arabinofuranosyl)-4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside 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: 88.0%

: 352438-42-7
methyl 3-O-(2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl)-4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside

: 352438-46-1
methyl 3-O-(α-D-arabinofuranosyl)-4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside

Guidance literature:: With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 6h;
DOI:10.1021/jo001747a

Reference yield:

: 76375-66-1
methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

: 352438-46-1
methyl 3-O-(α-D-arabinofuranosyl)-4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / N-iodosuccinimide; silfer triflate / CH₂Cl₂ / 0.5 h / 0 °C

2: 88 percent / NaOMe / CH₂Cl₂; methanol / 6 h / 20 °C

With N-iodo-succinimide; sodium methylate; silver trifluoromethanesulfonate; In methanol; dichloromethane;
DOI:10.1021/jo001747a

Reference yield:

: 2,3,5 tri-O-benzoyl-α-D-arabinofuranoside

: 352438-46-1
methyl 3-O-(α-D-arabinofuranosyl)-4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / BF₃*Et₂O / CH₂Cl₂ / 5 h / 20 °C

2: 91 percent / N-iodosuccinimide; silfer triflate / CH₂Cl₂ / 0.5 h / 0 °C

3: 88 percent / NaOMe / CH₂Cl₂; methanol / 6 h / 20 °C

With N-iodo-succinimide; boron trifluoride diethyl etherate; sodium methylate; silver trifluoromethanesulfonate; In methanol; dichloromethane;
DOI:10.1021/jo001747a