3-O-acetyl-6-O-allyl-4,5-di-O-benzyl-1-O-(1R)-menthyloxycarbonyl-2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol

Base Information

Chemical Name:3-O-acetyl-6-O-allyl-4,5-di-O-benzyl-1-O-(1R)-menthyloxycarbonyl-2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol
CAS No.:579493-74-6
Molecular Formula:C₆₅H₇₈O₁₅
Molecular Weight:1099.33
Hs Code.:

Synonyms:3-O-acetyl-6-O-allyl-4,5-di-O-benzyl-1-O-(1R)-menthyloxycarbonyl-2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol

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Chemical Property of 3-O-acetyl-6-O-allyl-4,5-di-O-benzyl-1-O-(1R)-menthyloxycarbonyl-2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol

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Technology Process of 3-O-acetyl-6-O-allyl-4,5-di-O-benzyl-1-O-(1R)-menthyloxycarbonyl-2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol

There total 4 articles about 3-O-acetyl-6-O-allyl-4,5-di-O-benzyl-1-O-(1R)-menthyloxycarbonyl-2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol 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: 95.0%

: 187226-47-7
O-(2-O-acetyl-3,4,6-tri-O-benzyl-α/β-D-mannopyranosyl)trichloroacetimidate

: 579493-73-5
3-O-acetyl-6-O-allyl-4,5-di-O-benzyl-1-O-(1R)-menthyloxycarbonyl-D-myo-inositol

: 579493-74-6
3-O-acetyl-6-O-allyl-4,5-di-O-benzyl-1-O-(1R)-menthyloxycarbonyl-2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol

Guidance literature:: With tin(II) trifluoromethanesulfonate; In diethyl ether; at 20 ℃; for 1h;
DOI:10.1016/j.carres.2003.06.002

Reference yield:

: 380366-30-3
6-O-allyl-2,3:4,5-di-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myo-inositol

: 579493-74-6
3-O-acetyl-6-O-allyl-4,5-di-O-benzyl-1-O-(1R)-menthyloxycarbonyl-2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / pyridinium p-toluenesulfonate; p-toluenesulfonic acid / CH₂Cl₂; methanol / 1.17 h / 45 °C

2: 71 percent / silver(I) oxide / CH₂Cl₂ / 3 h / 20 °C

3: 89 percent / camphor-10-sulfonic acid / CH₂Cl₂; methanol / 8.5 h / 45 °C

4: 65 percent / K₂CO₃; dimethyltin dichloride / tetrahydrofuran / 20 °C

5: 95 percent / tin(II) trifluoromethanesulfonate / diethyl ether / 1 h / 20 °C

With tin(II) trifluoromethanesulfonate; camphor-10-sulfonic acid; dimethyltin dichloride; pyridinium p-toluenesulfonate; potassium carbonate; toluene-4-sulfonic acid; silver(l) oxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/j.carres.2003.06.002

Reference yield:

: 579493-70-2
6-O-allyl-2,3-O-cyclohexylidene-1-O-(1R)-menthyloxycarbonyl-D-myo-inositol

: 579493-74-6
3-O-acetyl-6-O-allyl-4,5-di-O-benzyl-1-O-(1R)-menthyloxycarbonyl-2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-D-myo-inositol

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / silver(I) oxide / CH₂Cl₂ / 3 h / 20 °C

2: 89 percent / camphor-10-sulfonic acid / CH₂Cl₂; methanol / 8.5 h / 45 °C

3: 65 percent / K₂CO₃; dimethyltin dichloride / tetrahydrofuran / 20 °C

4: 95 percent / tin(II) trifluoromethanesulfonate / diethyl ether / 1 h / 20 °C

With tin(II) trifluoromethanesulfonate; camphor-10-sulfonic acid; dimethyltin dichloride; potassium carbonate; silver(l) oxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/j.carres.2003.06.002