methyl O-3,4,6-tri-O-acetyl-2-deoxy-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->2)-O-(3-O-allyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3-O-allyl-4-O-benzyl-α-L-rhamnopyranoside

Base Information

Chemical Name:methyl O-3,4,6-tri-O-acetyl-2-deoxy-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->2)-O-(3-O-allyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3-O-allyl-4-O-benzyl-α-L-rhamnopyranoside
CAS No.:101528-60-3
Molecular Formula:C₅₃H₆₃NO₁₈
Molecular Weight:1002.08
Hs Code.:

methyl O-3,4,6-tri-O-acetyl-2-deoxy-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->2)-O-(3-O-allyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3-O-allyl-4-O-benzyl-α-L-rhamnopyranoside

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Chemical Property of methyl O-3,4,6-tri-O-acetyl-2-deoxy-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->2)-O-(3-O-allyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3-O-allyl-4-O-benzyl-α-L-rhamnopyranoside

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Technology Process of methyl O-3,4,6-tri-O-acetyl-2-deoxy-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->2)-O-(3-O-allyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3-O-allyl-4-O-benzyl-α-L-rhamnopyranoside

There total 9 articles about methyl O-3,4,6-tri-O-acetyl-2-deoxy-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->2)-O-(3-O-allyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3-O-allyl-4-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: 75.0%

: 101528-59-0
methyl 2-O-(3-O-allyl-4-O-benzyl-α-L-rhamnopyranosyl)-3-O-allyl-4-O-benzyl-α-L-rhamnopyranoside

: 10028-45-2
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl bromide

: 101528-60-3
methyl O-3,4,6-tri-O-acetyl-2-deoxy-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->2)-O-(3-O-allyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3-O-allyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; -70 deg C, 2 h; 20 deg C, 16 h + 24 h;

Reference yield:

: 25019-69-6
methyl 4-O-benzyl-α-L-rhamnopyranoside

: 101528-60-3
methyl O-3,4,6-tri-O-acetyl-2-deoxy-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->2)-O-(3-O-allyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3-O-allyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / toluene-p-sulphonic acid, triethylamine / dimethylformamide / 0.67 h / 50 °C

2: 81.6 percent / trifluoromethansulphonic acid / CCl₄; cyclohexane / 18 h / Ambient temperature

3: 80 percent / Na-methoxide / methanol

4: 78 percent / tetramethylurea, Ag trifluoromethanesulphonate / CH₂Cl₂ / 3 h / -70 °C / slow warming to r.t.

5: 86 percent / Na methoxide / methanol / 96 h / 5 °C

6: 75 percent / 4 Angstroem mol. sieve, 2,4,6-trimethylpyridine, Ag trifluoromethanesulphonate / CH₂Cl₂ / -70 deg C, 2 h; 20 deg C, 16 h + 24 h

With 2,4,6-trimethyl-pyridine; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; triethylamine; tetramethylurea; In methanol; tetrachloromethane; dichloromethane; cyclohexane; N,N-dimethyl-formamide;

Reference yield:

: 69558-09-4
methyl 3-O-allyl-4-O-benzyl-α-L-rhamnopyranoside

: 101528-60-3
methyl O-3,4,6-tri-O-acetyl-2-deoxy-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1->2)-O-(3-O-allyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->2)-3-O-allyl-4-O-benzyl-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / tetramethylurea, Ag trifluoromethanesulphonate / CH₂Cl₂ / 3 h / -70 °C / slow warming to r.t.

2: 86 percent / Na methoxide / methanol / 96 h / 5 °C

3: 75 percent / 4 Angstroem mol. sieve, 2,4,6-trimethylpyridine, Ag trifluoromethanesulphonate / CH₂Cl₂ / -70 deg C, 2 h; 20 deg C, 16 h + 24 h

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; tetramethylurea; In methanol; dichloromethane;