methyl (2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:methyl (2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside
CAS No.:686767-35-1
Molecular Formula:C₅₂H₆₅NO₁₄
Molecular Weight:928.086
Hs Code.:

methyl (2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Synonyms:methyl (2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of methyl (2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

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Technology Process of methyl (2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

There total 5 articles about methyl (2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside 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: 96.0%

: 77-76-9
2,2-dimethoxy-propane

: 686767-34-0
methyl (2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

: 686767-35-1
methyl (2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2004.01.054

Reference yield:

: 69558-07-2
methyl-3,4-di-O-benzyl-α-L-rhamnopyranoside

: 686767-35-1
methyl (2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 67 percent / molecular sieves 4 Angstroem; TMSPTf / diethyl ether / 4 h / -35 - 20 °C

2: 554 mg / sodium methoxide / methanol; CH₂Cl₂ / 20 °C

3: 72 percent Spectr_. / molecular sieves 4 Angstroem; Tin(II) trifluoromethanesulfonate / acetonitrile / 4 h / 20 °C

4: H₂NCH₂CH₂NH₂ / ethanol / 60 °C

5: ethanol / 2 h / 20 °C

6: 135 mg / sodium methoxide / methanol; CH₂Cl₂ / 20 °C / pH 10

7: 96 percent / para-toluenesulfonic acid / acetone / 1 h / 20 °C

With tin(II) trifluoromethanesulfonate; 4 A molecular sieve; TMSPTf; sodium methylate; toluene-4-sulfonic acid; ethylenediamine; In methanol; diethyl ether; ethanol; dichloromethane; acetone; acetonitrile;
DOI:10.1016/j.tet.2004.01.054

Reference yield:

: 686767-31-7
2-O-acetyl-3,4-di-O-benzyl-1-(2,2,2-trichloroethanimidate)-α/β-L-rhamnopyranoside

: 686767-35-1
methyl (2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->2)-(3,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 67 percent / molecular sieves 4 Angstroem; TMSPTf / diethyl ether / 4 h / -35 - 20 °C

2: 554 mg / sodium methoxide / methanol; CH₂Cl₂ / 20 °C

3: 72 percent Spectr_. / molecular sieves 4 Angstroem; Tin(II) trifluoromethanesulfonate / acetonitrile / 4 h / 20 °C

4: H₂NCH₂CH₂NH₂ / ethanol / 60 °C

5: ethanol / 2 h / 20 °C

6: 135 mg / sodium methoxide / methanol; CH₂Cl₂ / 20 °C / pH 10

7: 96 percent / para-toluenesulfonic acid / acetone / 1 h / 20 °C

With tin(II) trifluoromethanesulfonate; 4 A molecular sieve; TMSPTf; sodium methylate; toluene-4-sulfonic acid; ethylenediamine; In methanol; diethyl ether; ethanol; dichloromethane; acetone; acetonitrile;
DOI:10.1016/j.tet.2004.01.054