Tetradecanoic acid (2R,3S,4R,5R,6R)-6-allyloxy-2-((2R,3R,4R,5S,6R)-4-benzyloxy-3-benzyloxycarbonylamino-5-hydroxy-6-tetradecanoyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-5-benzyloxycarbonylamino-4-tetradecanoyloxy-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Tetradecanoic acid (2R,3S,4R,5R,6R)-6-allyloxy-2-((2R,3R,4R,5S,6R)-4-benzyloxy-3-benzyloxycarbonylamino-5-hydroxy-6-tetradecanoyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-5-benzyloxycarbonylamino-4-tetradecanoyloxy-tetrahydro-pyran-3-yl ester
• CAS No.: 76963-64-9
• Molecular Formula: C₈₀H₁₂₄N₂O₁₆
• Molecular Weight: 1369.87
• Mol file: 76963-64-9.mol

Synonyms:Tetradecanoic acid (2R,3S,4R,5R,6R)-6-allyloxy-2-((2R,3R,4R,5S,6R)-4-benzyloxy-3-benzyloxycarbonylamino-5-hydroxy-6-tetradecanoyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-5-benzyloxycarbonylamino-4-tetradecanoyloxy-tetrahydro-pyran-3-yl ester

Chemical Property of Tetradecanoic acid (2R,3S,4R,5R,6R)-6-allyloxy-2-((2R,3R,4R,5S,6R)-4-benzyloxy-3-benzyloxycarbonylamino-5-hydroxy-6-tetradecanoyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-5-benzyloxycarbonylamino-4-tetradecanoyloxy-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Tetradecanoic acid (2R,3S,4R,5R,6R)-6-allyloxy-2-((2R,3R,4R,5S,6R)-4-benzyloxy-3-benzyloxycarbonylamino-5-hydroxy-6-tetradecanoyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-5-benzyloxycarbonylamino-4-tetradecanoyloxy-tetrahydro-pyran-3-yl ester

There total 6 articles about Tetradecanoic acid (2R,3S,4R,5R,6R)-6-allyloxy-2-((2R,3R,4R,5S,6R)-4-benzyloxy-3-benzyloxycarbonylamino-5-hydroxy-6-tetradecanoyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-5-benzyloxycarbonylamino-4-tetradecanoyloxy-tetrahydro-pyran-3-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: 94.0%

Tetradecanoic acid (2R,3R,4R,5S,6R)-2-allyloxy-6-((2R,3R,4R,5S,6R)-4-benzyloxy-3-benzyloxycarbonylamino-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-3-benzyloxycarbonylamino-5-tetradecanoyloxy-tetrahydro-pyran-4-yl ester (76951-80-9) + tetradecanoyl chloride (112-64-1) → Tetradecanoic acid (2R,3S,4R,5R,6R)-6-allyloxy-2-((2R,3R,4R,5S,6R)-4-benzyloxy-3-benzyloxycarbonylamino-5-hydroxy-6-tetradecanoyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-5-benzyloxycarbonylamino-4-tetradecanoyloxy-tetrahydro-pyran-3-yl ester (76963-64-9)

Guidance literature:

In pyridine; at 7 - 10 ℃; for 2h;

DOI:10.1246/cl.1980.1373

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → Tetradecanoic acid (2R,3S,4R,5R,6R)-6-allyloxy-2-((2R,3R,4R,5S,6R)-4-benzyloxy-3-benzyloxycarbonylamino-5-hydroxy-6-tetradecanoyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-5-benzyloxycarbonylamino-4-tetradecanoyloxy-tetrahydro-pyran-3-yl ester (76963-64-9)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / tetrahydrofuran

2: 75 percent / conc. aq. ammonia, ethanol (1:2) / 4.5 h / 50 °C

3: 88 percent / p-toluenesulfonic acid

4: pyridine / 1.5 h / 25 °C

5: 90percent aq. acetic acid / 0.67 h / 90 °C

6: 94 percent / pyridine / 2 h / 7 - 10 °C

With pyridine; ammonium hydroxide; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; pyridine;

DOI:10.1246/cl.1980.1373

Reference yield:

C38H46N2O13 (76951-78-5) → Tetradecanoic acid (2R,3S,4R,5R,6R)-6-allyloxy-2-((2R,3R,4R,5S,6R)-4-benzyloxy-3-benzyloxycarbonylamino-5-hydroxy-6-tetradecanoyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-5-benzyloxycarbonylamino-4-tetradecanoyloxy-tetrahydro-pyran-3-yl ester (76963-64-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / p-toluenesulfonic acid

2: pyridine / 1.5 h / 25 °C

3: 90percent aq. acetic acid / 0.67 h / 90 °C

4: 94 percent / pyridine / 2 h / 7 - 10 °C

With toluene-4-sulfonic acid; acetic acid; In pyridine;

DOI:10.1246/cl.1980.1373

upstream raw materials:

Tetradecanoic acid (2R,3R,4R,5S,6R)-2-allyloxy-6-((2R,3R,4R,5S,6R)-4-benzyloxy-3-benzyloxycarbonylamino-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-3-benzyloxycarbonylamino-5-tetradecanoyloxy-tetrahydro-pyran-4-yl ester

tetradecanoyl chloride

benzyl chloroformate

C₃₈H₄₆N₂O₁₃