Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadecyl ester

Base Information

• Chemical Name: Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadecyl ester
• CAS No.: 321735-08-4
• Molecular Formula: C₆₇H₈₆O₁₁S
• Molecular Weight: 1099.48
• Mol file: 321735-08-4.mol

Synonyms:Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadecyl ester

Chemical Property of Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadecyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadecyl ester

There total 1 articles about Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadecyl ester 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: 95.0%

Methanesulfonic acid (E)-(1R,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadec-5-enyl ester → Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadecyl ester (321735-08-4)

Guidance literature:

With sodium acetate; toluene-4-sulfonic acid hydrazide; In ethanol; for 5h; Heating;

DOI:10.1016/S0957-4166(00)00366-9

Reference yield: 84.0%

Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadecyl ester (321735-08-4) → (2S,3R,4S,5S,6R)-2-((2S,3R,4R)-2-Azido-3,4-bis-benzyloxy-octadecyloxy)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran (321735-10-8)

Guidance literature:

With sodium azide; In dimethyl sulfoxide; at 100 ℃; for 36h;

DOI:10.1016/S0957-4166(00)00366-9

Reference yield:

Methanesulfonic acid (1R,2S,3R)-2,3-bis-benzyloxy-1-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-heptadecyl ester (321735-08-4) → (2S,3R,4R)-2-amino-3,4-di-O-benzyl-1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)octadecane (321734-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / NaN₃ / dimethylsulfoxide / 36 h / 100 °C

2: 80 percent / H₂ / 5 percent Pd/CaCO₃ / ethanol; ethyl acetate / 12 h / 760 Torr

With sodium azide; hydrogen; Lindlar's catalyst; In ethanol; dimethyl sulfoxide; ethyl acetate; 1: Substitution / 2: Hydrogenation;

DOI:10.1016/S0957-4166(00)00366-9

Downstream raw materials:

(2S,3R,4S,5S,6R)-2-((2S,3R,4R)-2-Azido-3,4-bis-benzyloxy-octadecyloxy)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran

(2S,3R,4R)-2-amino-3,4-di-O-benzyl-1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)octadecane

(2S,3R,4R)-3,4-di-O-benzyl-1-O-(2',3',4',6'-tetra-O-benzyl-α-D-galactopyranosyl)-2-N-docosanoyl-octadecane