p-methoxyphenyl 3-O-benzyl-4,6-di-O-benzylidene-2-O-pivaloyl-β-D-glucopyranoside

Base Information

Chemical Name:p-methoxyphenyl 3-O-benzyl-4,6-di-O-benzylidene-2-O-pivaloyl-β-D-glucopyranoside
CAS No.:765910-39-2
Molecular Formula:C₃₂H₃₆O₈
Molecular Weight:548.633
Hs Code.:

Synonyms:p-methoxyphenyl 3-O-benzyl-4,6-di-O-benzylidene-2-O-pivaloyl-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of p-methoxyphenyl 3-O-benzyl-4,6-di-O-benzylidene-2-O-pivaloyl-β-D-glucopyranoside

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Technology Process of p-methoxyphenyl 3-O-benzyl-4,6-di-O-benzylidene-2-O-pivaloyl-β-D-glucopyranoside

There total 12 articles about p-methoxyphenyl 3-O-benzyl-4,6-di-O-benzylidene-2-O-pivaloyl-β-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: 93.0%

: 3282-30-2
pivaloyl chloride

: 303127-81-3
p-methoxyphenyl 3-O-benzyl-4,6-di-O-benzylidene-β-D-glucopyranoside

: 765910-39-2
p-methoxyphenyl 3-O-benzyl-4,6-di-O-benzylidene-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: With dmap; In dichloromethane; at 0 - 25 ℃; Inert atmosphere;
DOI:10.1002/chem.202000496

Reference yield:

: C₁₃H₁₈O₆

: 765910-39-2
p-methoxyphenyl 3-O-benzyl-4,6-di-O-benzylidene-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: sulfuric acid / 2 h / 90 °C / Inert atmosphere

2: 6 h / 110 °C / Inert atmosphere

3: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Molecular sieve; Inert atmosphere

4: sodium methylate / methanol / 25 °C / Inert atmosphere

5: toluene-4-sulfonic acid / acetonitrile / 25 °C / Inert atmosphere

6: dmap / dichloromethane / 0 - 25 °C / Inert atmosphere

With dmap; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; sodium methylate; toluene-4-sulfonic acid; In methanol; dichloromethane; acetonitrile;
DOI:10.1002/chem.202000496

Reference yield:

: C₁₂H₁₆O₆

: 765910-39-2
p-methoxyphenyl 3-O-benzyl-4,6-di-O-benzylidene-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 6 h / 110 °C / Inert atmosphere

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Molecular sieve; Inert atmosphere

3: sodium methylate / methanol / 25 °C / Inert atmosphere

4: toluene-4-sulfonic acid / acetonitrile / 25 °C / Inert atmosphere

5: dmap / dichloromethane / 0 - 25 °C / Inert atmosphere

With dmap; trimethylsilyl trifluoromethanesulfonate; sodium methylate; toluene-4-sulfonic acid; In methanol; dichloromethane; acetonitrile;
DOI:10.1002/chem.202000496