3-O-<2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranosyl>-sn-glycerol

Base Information

Chemical Name:3-O-<2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranosyl>-sn-glycerol
CAS No.:84218-80-4
Molecular Formula:C₆₄H₇₀O₁₃
Molecular Weight:1047.25
Hs Code.:

Synonyms:3-O-<2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranosyl>-sn-glycerol

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Chemical Property of 3-O-<2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranosyl>-sn-glycerol

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Technology Process of 3-O-<2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranosyl>-sn-glycerol

There total 15 articles about 3-O-<2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranosyl>-sn-glycerol 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: 87.2%

: 84218-79-1,108867-18-1
1,2-O-cyclohexylidene-3-O-<2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranosyl>-sn-glycerol

: 84218-80-4
3-O-<2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranosyl>-sn-glycerol

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 16h;

Reference yield:

: 2595-07-5,7464-56-4,34384-79-7,41308-76-3,48149-72-0,48149-74-2,85249-43-0,119479-69-5,821794-45-0
allyl β-D-glucopyranoside

: 84218-80-4
3-O-<2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranosyl>-sn-glycerol

Guidance literature:: Multi-step reaction with 14 steps

1: 91.1 percent / p-toluenesulfonic acid / dimethylformamide / 2 h / 60 °C / 20 Torr

2: 71 percent / 50percent sodium hydride / dimethylformamide; paraffin / 16 h / 20 °C

3: 97.6 percent / aq. acetic acid / 6 h / 100 °C

4: 1.) bis(tri-n-butyltin)oxide; 2.) tetrabutylammonium bromide / 1.) toluene, 16 h, reflux; 2.) toluene, 100 deg C, 16 h

5: 94.5 percent / pyridine / 20 °C

6: 1.) palladium(II) chloride, sodium acetate; 2.) thionyl chloride, dimethylformamide / 1.) aq. acetic acid, 60 deg C, 14 h; 2.) dichloroethane, 20 deg C, 16 h

7: 68.1 percent / tetrabutylammonium chloride, N,N-diisopropylethylamine / 1,2-dichloro-ethane / 16 h / 80 - 90 °C

8: 65.5 percent / camphorsulfonic acid / methanol / 24 h / 20 °C

9: 98.3 percent / p-toluenesulfonic acid / dimethylformamide / 2 h / 40 °C / 20 Torr

10: 1 N sodium methoxide / methanol / 16 h / 20 °C

11: 92.5 percent / molecular sieves 4A, silver trifluoromethanesulfonate / 1,2-dichloro-ethane / 2 h

12: 93.5 percent / 1 N sodium methoxide / methanol / 16 h / 20 °C

13: 64.9 percent / 50percent sodium hydride / dimethylformamide; paraffin / 16 h / 20 °C

14: 87.2 percent / p-toluenesulfonic acid / methanol / 16 h / 20 °C

With pyridine; thionyl chloride; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutylammomium bromide; tetrabutyl-ammonium chloride; sodium methylate; sodium acetate; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; bis(tri-n-butyltin)oxide; palladium dichloride; In methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; paraffin;

Reference yield:

: 61236-94-0
4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl chloride

: 84218-80-4
3-O-<2,3,6-tri-O-benzyl-4-O-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-α-D-glucopyranosyl>-sn-glycerol

Guidance literature:: Multi-step reaction with 8 steps

1: 68.1 percent / tetrabutylammonium chloride, N,N-diisopropylethylamine / 1,2-dichloro-ethane / 16 h / 80 - 90 °C

2: 65.5 percent / camphorsulfonic acid / methanol / 24 h / 20 °C

3: 98.3 percent / p-toluenesulfonic acid / dimethylformamide / 2 h / 40 °C / 20 Torr

4: 1 N sodium methoxide / methanol / 16 h / 20 °C

5: 92.5 percent / molecular sieves 4A, silver trifluoromethanesulfonate / 1,2-dichloro-ethane / 2 h

6: 93.5 percent / 1 N sodium methoxide / methanol / 16 h / 20 °C

7: 64.9 percent / 50percent sodium hydride / dimethylformamide; paraffin / 16 h / 20 °C

8: 87.2 percent / p-toluenesulfonic acid / methanol / 16 h / 20 °C

With 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl-ammonium chloride; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; paraffin;