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

Base Information

Chemical Name:benzyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside
CAS No.:130541-83-2
Molecular Formula:C₄₄H₅₉NO₁₁Si
Molecular Weight:806.038
Hs Code.:

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

Synonyms:benzyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

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

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

There total 4 articles about benzyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside 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: 65.4%

: 130541-82-1
benzyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 74-88-4
methyl iodide

: 130541-83-2
benzyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide; for 16h; Ambient temperature;
DOI:10.1016/0008-6215(90)80043-3

Reference yield:

: 130541-80-9
benzyl O-β-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

: 130541-83-2
benzyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 85.4 percent / imidazole / dimethylformamide / 1.5 h / 0 °C

2: 68 percent / p-TsOH*H₂O / dimethylformamide / 16 h / Ambient temperature

3: 65.4 percent / Ag₂O / dimethylformamide; CH₂Cl₂ / 16 h / Ambient temperature

With 1H-imidazole; toluene-4-sulfonic acid; silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)80043-3

Reference yield:

: 80035-18-3
benzyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

: 130541-83-2
benzyl O-(6-O-tert-butyldiphenylsilyl-3,4-O-isopropylidene-2-O-methyl-β-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / NaOMe / methanol / 4 h / Ambient temperature

2: 85.4 percent / imidazole / dimethylformamide / 1.5 h / 0 °C

3: 68 percent / p-TsOH*H₂O / dimethylformamide / 16 h / Ambient temperature

4: 65.4 percent / Ag₂O / dimethylformamide; CH₂Cl₂ / 16 h / Ambient temperature

With 1H-imidazole; sodium methylate; toluene-4-sulfonic acid; silver(l) oxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(90)80043-3