N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-octyloxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Base Information

• Chemical Name: N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-octyloxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide
• CAS No.: 213327-09-4
• Molecular Formula: C₃₆H₅₃NO₁₁
• Molecular Weight: 675.817

Synonyms:

Chemical Property of N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-octyloxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-octyloxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

There total 4 articles about N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-octyloxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-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:

octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (196876-45-6) → N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-octyloxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide (213327-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1: AgOTf, 4 A molecular sieves / CH₂Cl₂

2: NaOMe, MeOH

With methanol; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/S0960-894X(98)00332-1

Reference yield:

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-octyloxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide (213327-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1: AgOTf, 4 A molecular sieves / CH₂Cl₂

2: NaOMe, MeOH

With methanol; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/S0960-894X(98)00332-1

Reference yield:

acetic anhydride (108-24-7) + (2S,3R,4S,5R,6R)-2-((2R,3S,4R,5R,6R)-5-Amino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol → N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-octyloxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide (213327-09-4)

Guidance literature:

In methanol; at 20 ℃; for 3h;

DOI:10.1080/07328300008544063

upstream raw materials:

Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

acetic anhydride

octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Downstream raw materials:

N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-5-((2S,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-2-octyloxy-tetrahydro-pyran-3-yl]-acetamide

C₇₈H₈₇NO₂₀

C₇₁H₈₇NO₂₁

octyl (β-D-galactopyranosyl)-(1-4)-2-acetamido-2-deoxy-β-D-glucopyranoside

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