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

Base Information

• Chemical Name: 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
• CAS No.: 76994-64-4
• Molecular Formula: C₃₅H₄₄N₂O₁₃
• Molecular Weight: 700.74
• Mol file: 76994-64-4.mol

Synonyms:

Chemical Property of 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

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-3-amino-4-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-amino-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-3-amino-4-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-amino-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:

Benzoic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-((2R,3R,4R,5S,6R)-5-acetoxy-6-acetoxymethyl-3-acetylamino-4-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-5-acetylamino-6-allyloxy-tetrahydro-pyran-4-yl ester (76963-62-7) → 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)

Guidance literature:

With hydrogenchloride; triethyloxonium fluoroborate; potassium carbonate; Multistep reaction; 1.) CH₂Cl₂ 2.) THF, room temp. 1 h;

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

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-3-amino-4-benzyloxy-tetrahydro-pyran-2-yloxymethyl)-6-allyloxy-5-amino-tetrahydro-pyran-4-yl ester (76994-64-4) → (R)-3-Benzyloxy-tetradecanoic acid {(2R,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-allyloxy-5-((R)-3-benzyloxy-tetradecanoylamino)-3,4-dihydroxy-tetrahydro-pyran-2-ylmethoxy]-4-benzyloxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-amide (92454-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃

2: conc. NH₄OH, EtOH / 36 h / 50 °C

With ammonium hydroxide; ethanol; dicyclohexyl-carbodiimide; In tetrahydrofuran; chloroform;

DOI:10.1016/S0040-4039(00)81830-4

upstream raw materials:

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

Downstream raw materials:

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

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

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

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