methyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Base Information

• Chemical Name: methyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside
• CAS No.: 130541-90-1
• Molecular Formula: C₆₅H₈₃NO₁₆Si
• Molecular Weight: 1162.46

Synonyms:

Chemical Property of methyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

There total 5 articles about methyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside 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: 55.0%

methyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside (130541-89-8) + methyl iodide (74-88-4) → methyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside (130541-90-1)

Guidance literature:

silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/0008-6215(90)80043-3

Reference yield:

methyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-benzyl-β-galactopyranosyl (93253-16-8) → methyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside (130541-90-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / p-TsOH*H₂O / dimethylformamide / Ambient temperature

2: 1) Hg(CN)2, 2) NaOMe / 1) CH₃CN, 8h, RT, 2) MeOH, 3h, RT

3: 70 percent / imidazole / dimethylformamide / 1.5 h / 0 °C

4: 72 percent / p-TsOH*H₂O / dimethylformamide / Ambient temperature

5: 55 percent / Ag₂O / dimethylformamide; CH₂Cl₂ / Ambient temperature

With 1H-imidazole; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(90)80043-3

Reference yield:

methyl O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside (130541-85-4) → methyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside (130541-90-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) Hg(CN)2, 2) NaOMe / 1) CH₃CN, 8h, RT, 2) MeOH, 3h, RT

2: 70 percent / imidazole / dimethylformamide / 1.5 h / 0 °C

3: 72 percent / p-TsOH*H₂O / dimethylformamide / Ambient temperature

4: 55 percent / Ag₂O / dimethylformamide; CH₂Cl₂ / Ambient temperature

With 1H-imidazole; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(90)80043-3

upstream raw materials:

methyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

methyl iodide

methyl O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1-3)-2,4,6-tri-O-benzyl-β-galactopyranosyl

methyl O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

Downstream raw materials:

methyl O-(2-O-methyl-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

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