methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

• Chemical Name: methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside
• CAS No.: 98807-92-2
• Molecular Formula: C₃₀H₄₁NO₁₅
• Molecular Weight: 655.653

Synonyms:methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Chemical Property of methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Chemical Property:

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Technology Process of methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 6 articles about methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-6-O-benzyl-2-deoxy-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: 94.0%

methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (162427-96-5) → methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside (98807-92-2)

Guidance literature:

With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In diethyl ether; for 0.25h;

DOI:10.1016/0008-6215(94)00258-H

Reference yield: 75.0%

methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside (98856-39-4) → methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside (98807-92-2)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride;

DOI:10.1055/s-2003-40329

Reference yield: 50.0%

methyl 3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-[O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)acetamido]-6-O-benzyl-2-deoxy-β-D-glucopyranoside (581797-47-9) → methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside (98807-92-2) + methyl 2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside (581797-48-0)

Guidance literature:

With triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at 20 ℃;

DOI:10.1021/ol034669x

upstream raw materials:

methyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

methyl 3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-[O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)acetamido]-6-O-benzyl-2-deoxy-β-D-glucopyranoside

methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

N-[(2R,3R,4R,5S,6R)-6-Benzyloxymethyl-5-hydroxy-2-methoxy-4-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

methyl 3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-2-[O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)acetamido]-6-O-benzyl-2-deoxy-β-D-glucopyranoside

methyl 2-acetamido-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-4-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-6-O-benzyl-2-deoxy-β-D-glucopyranoside

methyl 3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-benzyl-4-O-(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-2-N-methylacetimido-2-deoxy-α-D-glucopyranoside

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