2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl (benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosid)uronate

Base Information

Chemical Name:2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl (benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosid)uronate
CAS No.:141118-11-8
Molecular Formula:C₆₈H₆₈O₁₂
Molecular Weight:1077.28
Hs Code.:

Synonyms:2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl (benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosid)uronate

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Chemical Property of 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl (benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosid)uronate

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Technology Process of 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl (benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosid)uronate

There total 5 articles about 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl (benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosid)uronate 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%

: 74808-09-6
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 141118-05-0
benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosiduronic acid

: 141118-11-8
2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl (benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosid)uronate

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 168h;
DOI:10.1021/jo00036a012

Reference yield:

: 489-91-8,528-16-5,552-12-5,577-46-8,643-33-4,2240-07-5,6294-16-2,10133-02-5,18402-78-3,18968-14-4,21179-08-8,23018-83-9,33599-45-0,33599-46-1,46171-67-9,46171-69-1,46172-26-3,70021-34-0,71031-08-8,104195-06-4,106499-29-0,124817-72-7
D-galacturonic acid

: 141118-11-8
2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl (benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosid)uronate

Guidance literature:: Multi-step reaction with 4 steps

1: TsOH*H₂O / 24 h / 60 °C

2: Ag₂O / CH₂Cl₂ / 24 h / Heating

3: 59 percent / LiOH*H₂O, Aliquat 336 (tricaprylylmethylammonium chloride) / tetrahydrofuran; H₂O / 4 h / Ambient temperature

4: 85 percent / tetrahydrofuran / 168 h / -78 °C

With lithium hydroxide; Aliquat 336; toluene-4-sulfonic acid; silver(l) oxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo00036a012

Reference yield:

: 100-39-0
benzyl bromide

: 141118-11-8
2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl (benzyl 2,3,4-tri-O-benzyl-α-D-galactopyranosid)uronate

Guidance literature:: Multi-step reaction with 3 steps

1: Ag₂O / CH₂Cl₂ / 24 h / Heating

2: 59 percent / LiOH*H₂O, Aliquat 336 (tricaprylylmethylammonium chloride) / tetrahydrofuran; H₂O / 4 h / Ambient temperature

3: 85 percent / tetrahydrofuran / 168 h / -78 °C

With lithium hydroxide; Aliquat 336; silver(l) oxide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo00036a012