1-O-benzoyl-2-O-p-toluenesulfonyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-sn-glycerol

Base Information

Chemical Name:1-O-benzoyl-2-O-p-toluenesulfonyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-sn-glycerol
CAS No.:108811-08-1
Molecular Formula:C₅₁H₅₂O₁₁S
Molecular Weight:873.033
Hs Code.:

Synonyms:1-O-benzoyl-2-O-p-toluenesulfonyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-sn-glycerol

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Chemical Property of 1-O-benzoyl-2-O-p-toluenesulfonyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-sn-glycerol

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Technology Process of 1-O-benzoyl-2-O-p-toluenesulfonyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-sn-glycerol

There total 9 articles about 1-O-benzoyl-2-O-p-toluenesulfonyl-3-O-(2,3,4,6-tetra-O-benzyl-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: 78.6%

: 98-59-9
p-toluenesulfonyl chloride

: 108811-07-0
1-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-sn-glycerol

: 108811-08-1
1-O-benzoyl-2-O-p-toluenesulfonyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-sn-glycerol

Guidance literature:: In pyridine; at 20 ℃; for 12h;

Reference yield:

: 83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5
D-glucose pentaacetate

: 108811-08-1
1-O-benzoyl-2-O-p-toluenesulfonyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-sn-glycerol

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / tin(IV) chloride / CH₂Cl₂ / 16 h / 20 °C

2: 1 N sodium methoxide / methanol / 16 h / 20 °C

3: 90.2 percent / 50percent sodium hydride / dimethylformamide; paraffin / 16 h / 20 °C

4: 77 percent / calcium carbonate, mercuric(II) chloride / acetonitrile; H₂O / 5 h / Heating

5: thionyl chloride / dimethylformamide; 1,2-dichloro-ethane / 16 h / 20 °C

6: 48.8 percent / tetrabutylammonium chloride, N_.N-diisopropylethylamine / 1,2-dichloro-ethane / 16 h / 85 - 95 °C

7: 94 percent / 16 h / 20 °C

8: 95.4 percent / pyridine / 16 h / 0 - 5 °C

9: 78.6 percent / pyridine / 12 h / 20 °C

With thionyl chloride; tetrabutyl-ammonium chloride; sodium methylate; tin(IV) chloride; sodium hydride; N-ethyl-N,N-diisopropylamine; calcium carbonate; mercury dichloride; In pyridine; methanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; paraffin;

Reference yield:

: 25320-59-6
tetra-O-benzyl glucopyranosyl chloride

: 108811-08-1
1-O-benzoyl-2-O-p-toluenesulfonyl-3-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-sn-glycerol

Guidance literature:: Multi-step reaction with 4 steps

1: 48.8 percent / tetrabutylammonium chloride, N_.N-diisopropylethylamine / 1,2-dichloro-ethane / 16 h / 85 - 95 °C

2: 94 percent / 16 h / 20 °C

3: 95.4 percent / pyridine / 16 h / 0 - 5 °C

4: 78.6 percent / pyridine / 12 h / 20 °C

With tetrabutyl-ammonium chloride; N-ethyl-N,N-diisopropylamine; In pyridine; 1,2-dichloro-ethane;