3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate

Base Information

Chemical Name:3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate
CAS No.:263358-65-2
Molecular Formula:C₄₂H₄₀O₉
Molecular Weight:688.774
Hs Code.:

Synonyms:3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate

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Chemical Property of 3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate

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Technology Process of 3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate

There total 4 articles about 3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate 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: 48.0%

: 1885-14-9
phenyl chloroformate

: 4-Methyl-benzoic acid (3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-3-yl ester

: 263358-65-2
3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1246/cl.2000.122

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

: 263358-65-2
3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / DMAP / pyridine / 0 - 20 °C

2: 78 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 - 20 °C

3: 90 percent / aq. TfOH; n-Bu₄NIO₄ / acetonitrile / 0 °C

4: 48 percent / Et₃N / CH₂Cl₂ / 20 °C

With dmap; trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; tetrabutylammonium periodite; triethylamine; In pyridine; dichloromethane; acetonitrile; 1: Acylation / 2: Alkylation / 3: Hydrolysis / 4: Acylation;
DOI:10.1246/cl.2000.122

Reference yield:

: 263358-71-0
C₄₃H₄₂O₈

: 263358-65-2
3,4,6-tri-O-benzyl-2-O-p-toluoyl-β-D-glucopyranosyl phenylcarbonate

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 - 20 °C

2: 90 percent / aq. TfOH; n-Bu₄NIO₄ / acetonitrile / 0 °C

3: 48 percent / Et₃N / CH₂Cl₂ / 20 °C

With trifluorormethanesulfonic acid; boron trifluoride diethyl etherate; tetrabutylammonium periodite; triethylamine; In dichloromethane; acetonitrile; 1: Alkylation / 2: Hydrolysis / 3: Acylation;
DOI:10.1246/cl.2000.122