1-[3′,4′,6′-tri-O-(benzyl)-β-D-glucopyranosyl]-2,4(1H,3H)-pyrimidinedione

Base Information

Chemical Name:1-[3′,4′,6′-tri-O-(benzyl)-β-D-glucopyranosyl]-2,4(1H,3H)-pyrimidinedione
CAS No.:118174-03-1
Molecular Formula:C₃₁H₃₂N₂O₇
Molecular Weight:544.604
Hs Code.:

Synonyms:1-[3′,4′,6′-tri-O-(benzyl)-β-D-glucopyranosyl]-2,4(1H,3H)-pyrimidinedione

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Chemical Property of 1-[3′,4′,6′-tri-O-(benzyl)-β-D-glucopyranosyl]-2,4(1H,3H)-pyrimidinedione

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Technology Process of 1-[3′,4′,6′-tri-O-(benzyl)-β-D-glucopyranosyl]-2,4(1H,3H)-pyrimidinedione

There total 5 articles about 1-[3′,4′,6′-tri-O-(benzyl)-β-D-glucopyranosyl]-2,4(1H,3H)-pyrimidinedione 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: 97.0%

: 1-[3′,4′,6′-tri-O-(benzyl)-2-O-trimethylsilyl-β-D-glucopyranosyl]-2,4(1H,3H)-pyrimidinedione

: 118174-03-1
1-[3′,4′,6′-tri-O-(benzyl)-β-D-glucopyranosyl]-2,4(1H,3H)-pyrimidinedione

Guidance literature:: With hydrogenchloride; In methanol; water; at 20 ℃; for 0.5h;
DOI:10.1002/ejoc.202000650

Reference yield:

: 20672-66-6,40246-26-2,84926-76-1,114179-79-2,115184-49-1
3,4,6-tri-O-benzyl-D-glucopyranose

: 118174-03-1
1-[3′,4′,6′-tri-O-(benzyl)-β-D-glucopyranosyl]-2,4(1H,3H)-pyrimidinedione

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride, pyridine / diethyl ether

2: 2.) H₂O / 1.) 125 deg C, 18 h; 2.) methanol, 5 min, reflux

With pyridine; thionyl chloride; water; In diethyl ether;
DOI:10.1016/0008-6215(88)80080-6

Reference yield:

: 74372-90-0
3,4,6-tri-O-benzyl-D-glucal epoxide

: 118174-03-1
1-[3′,4′,6′-tri-O-(benzyl)-β-D-glucopyranosyl]-2,4(1H,3H)-pyrimidinedione

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane / 1.5 h / 120 °C / Inert atmosphere

1.2: 3 h / 60 °C / Inert atmosphere

2.1: hydrogenchloride / water; methanol / 0.5 h / 20 °C

With hydrogenchloride; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; water;
DOI:10.1002/ejoc.202000650