Benzoic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-((2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-3-tetradecanoylamino-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Benzoic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-((2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-3-tetradecanoylamino-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester
• CAS No.: 76994-65-5
• Molecular Formula: C₆₃H₉₆N₂O₁₅
• Molecular Weight: 1121.46

Synonyms:

Chemical Property of Benzoic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-((2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-3-tetradecanoylamino-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-((2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-3-tetradecanoylamino-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester

There total 1 articles about Benzoic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-((2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-3-tetradecanoylamino-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-tetradecanoylamino-tetrahydro-pyran-4-yl 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: 63.0%

Benzoic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-((2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-3-amino-4-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-amino-tetrahydro-pyran-4-yl ester (76994-64-4) + tetradecanoyl chloride (112-64-1) → Benzoic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-((2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-3-tetradecanoylamino-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester (76994-65-5)

Guidance literature:

In pyridine;

DOI:10.1016/0040-4039(80)80208-5

Reference yield:

Benzoic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-((2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-3-tetradecanoylamino-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester (76994-65-5) → Tetradecanoic acid [(2R,3R,4R,5S,6R)-2-((2R,3S,4R,5R,6R)-6-allyloxy-3,4-dihydroxy-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl]-amide (76994-66-6)

Guidance literature:

With potassium hydroxide; In ethanol; at 50 ℃; for 4h;

DOI:10.1016/0040-4039(80)80208-5

Reference yield:

Benzoic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-((2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-4-benzyloxy-3-tetradecanoylamino-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester (76994-65-5) → Tetradecanoic acid [(4aR,6R,7R,8R,8aS)-6-((2R,3S,4R,5R,6R)-6-allyloxy-3,4-dihydroxy-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy)-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide (76994-67-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.1N KOH / ethanol / 4 h / 50 °C

2: 83 percent / p-Toluenesulfonic acid / dimethylformamide / 2 h / Ambient temperature

With potassium hydroxide; toluene-4-sulfonic acid; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(80)80208-5

upstream raw materials:

Benzoic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-((2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-3-amino-4-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-amino-tetrahydro-pyran-4-yl ester

tetradecanoyl chloride

Downstream raw materials:

Tetradecanoic acid [(2R,3R,4R,5S,6R)-2-((2R,3S,4R,5R,6R)-6-allyloxy-3,4-dihydroxy-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy)-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl]-amide

Tetradecanoic acid [(4aR,6R,7R,8R,8aS)-6-((2R,3S,4R,5R,6R)-6-allyloxy-3,4-dihydroxy-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy)-8-benzyloxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide

Tetradecanoic acid (2R,3S,4R,5R,6R)-6-allyloxy-2-((4aR,6R,7R,8R,8aS)-8-benzyloxy-2,2-dimethyl-7-tetradecanoylamino-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxymethyl)-5-tetradecanoylamino-4-tetradecanoyloxy-tetrahydro-pyran-3-yl ester

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