N-[(2S,3R,4R,5S,6R)-2,4-Bis-benzyloxy-5-((3aS,4R,6S,7R,7aS)-7-benzyloxy-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-acetamide

Base Information

• Chemical Name: N-[(2S,3R,4R,5S,6R)-2,4-Bis-benzyloxy-5-((3aS,4R,6S,7R,7aS)-7-benzyloxy-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-acetamide
• CAS No.: 121686-53-1
• Molecular Formula: C₄₅H₅₃NO₁₁
• Molecular Weight: 783.916

Synonyms:

Chemical Property of N-[(2S,3R,4R,5S,6R)-2,4-Bis-benzyloxy-5-((3aS,4R,6S,7R,7aS)-7-benzyloxy-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(2S,3R,4R,5S,6R)-2,4-Bis-benzyloxy-5-((3aS,4R,6S,7R,7aS)-7-benzyloxy-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-acetamide

There total 3 articles about N-[(2S,3R,4R,5S,6R)-2,4-Bis-benzyloxy-5-((3aS,4R,6S,7R,7aS)-7-benzyloxy-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-acetamide 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:

N-{(2S,3R,4R,5S,6R)-2,4-Bis-benzyloxy-5-[(3aS,4R,6S,7R,7aS)-7-benzyloxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide (121686-52-0) → N-[(2S,3R,4R,5S,6R)-2,4-Bis-benzyloxy-5-((3aS,4R,6S,7R,7aS)-7-benzyloxy-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-acetamide (121686-53-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In various solvent(s); for 5h; Ambient temperature;

DOI:10.1016/0008-6215(88)84070-9

Reference yield:

benzyl bromide (100-39-0) → N-[(2S,3R,4R,5S,6R)-2,4-Bis-benzyloxy-5-((3aS,4R,6S,7R,7aS)-7-benzyloxy-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-acetamide (121686-53-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / Ag₂O / dimethylformamide / 16 h / 45 °C

2: tetrabutylammonium fluoride / various solvent(s) / 5 h / Ambient temperature

With tetrabutyl ammonium fluoride; silver(l) oxide; In N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(88)84070-9

Reference yield:

benzyl 2-acetamido-3,6-di-O-benzyl-4-O-<6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-β-D-galactopyranosyl>-2-deoxy-α-D-glucopyranoside (114669-87-3) → N-[(2S,3R,4R,5S,6R)-2,4-Bis-benzyloxy-5-((3aS,4R,6S,7R,7aS)-7-benzyloxy-4-hydroxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl]-acetamide (121686-53-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / Ag₂O / dimethylformamide / 16 h / 45 °C

2: tetrabutylammonium fluoride / various solvent(s) / 5 h / Ambient temperature

With tetrabutyl ammonium fluoride; silver(l) oxide; In N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(88)84070-9

upstream raw materials:

N-{(2S,3R,4R,5S,6R)-2,4-Bis-benzyloxy-5-[(3aS,4R,6S,7R,7aS)-7-benzyloxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy]-6-benzyloxymethyl-tetrahydro-pyran-3-yl}-acetamide

benzyl bromide

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

Downstream raw materials:

benzyl 2-acetamido-3,6-di-O-benzyl-4-O-(2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-2-deoxy-α-D-glucopyranoside

benzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-(2-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

benzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-O-(2-O-benzyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

benzyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-(4,6-di-O-acetyl-2-O-benzyl-β-D-galactopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

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