(2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
• CAS No.: 156549-41-6
• Molecular Formula: C₃₉H₅₁NO₂₁
• Molecular Weight: 869.828

Synonyms:(2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

Chemical Property of (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 3 articles about (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl 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:

methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate10,13 (116450-06-7) + benzyl 2,3,4-tri-O-acetyl-β-D-glucopyranoside (29868-41-5) → (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester + (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (156549-41-6)

Guidance literature:

With 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In acetonitrile; at -40 - 0 ℃; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)77010-9

Reference yield:

D-Glucose (2280-44-6) → (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (156549-41-6)

Guidance literature:

Multi-step reaction with 2 steps

2: dimethyl(methylhthio)sulfonium triflate, molecular sieves-4A / acetonitrile / -40 - 0 °C

With 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In acetonitrile;

DOI:10.1016/S0040-4039(00)77010-9

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → (2R,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester (156549-41-6)

Guidance literature:

Multi-step reaction with 2 steps

2: dimethyl(methylhthio)sulfonium triflate, molecular sieves-4A / acetonitrile / -40 - 0 °C

With 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In acetonitrile;

DOI:10.1016/S0040-4039(00)77010-9

upstream raw materials:

methyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-glycero-α-D-galacto-2-nonulopyranosid)onate^10,13

benzyl 2,3,4-tri-O-acetyl-β-D-glucopyranoside

D-Glucose

benzyl alcohol

Downstream raw materials:

(2R,4S,5R,6R)-5-Amino-2-((2R,3S,4S,5R,6R)-6-benzyloxy-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethoxy)-4-hydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid

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