Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6R)-6-acetoxy-2-acetoxymethyl-4-benzyloxy-5-tetradecanoylamino-tetrahydro-pyran-3-yloxy)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6R)-6-acetoxy-2-acetoxymethyl-4-benzyloxy-5-tetradecanoylamino-tetrahydro-pyran-3-yloxy)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester
• CAS No.: 205750-50-1
• Molecular Formula: C₅₁H₆₈N₂O₁₇
• Molecular Weight: 981.104

Synonyms:

Chemical Property of Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6R)-6-acetoxy-2-acetoxymethyl-4-benzyloxy-5-tetradecanoylamino-tetrahydro-pyran-3-yloxy)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6R)-6-acetoxy-2-acetoxymethyl-4-benzyloxy-5-tetradecanoylamino-tetrahydro-pyran-3-yloxy)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

There total 6 articles about Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6R)-6-acetoxy-2-acetoxymethyl-4-benzyloxy-5-tetradecanoylamino-tetrahydro-pyran-3-yloxy)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-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: 61.0%

acetic anhydride (108-24-7) + Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((1R,2S,3R,4R,5R)-3-benzyloxy-4-tetradecanoylamino-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester (205750-49-8) → Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6R)-6-acetoxy-2-acetoxymethyl-4-benzyloxy-5-tetradecanoylamino-tetrahydro-pyran-3-yloxy)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester (205750-50-1)

Guidance literature:

With boron trifluoride diethyl etherate; at 0 ℃; for 0.166667h;

DOI:10.1080/07328309808002324

Reference yield:

1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose (55682-57-0) → Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6R)-6-acetoxy-2-acetoxymethyl-4-benzyloxy-5-tetradecanoylamino-tetrahydro-pyran-3-yloxy)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester (205750-50-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / N-iodosuccinimide, CF₃SO₂H, molecular sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 92 percent / H₂S, Py/Et₃N / Ambient temperature

3: 96 percent / pyridine / 0.5 h / Ambient temperature

4: 1.) triethylsilyl triflate, 2.) (+)-10-camphorsulfonic acid / 1.) room temperature, 30 min, 2.) 1,2-dichloroethane, 90 deg C, 30 min

With pyridine; N-iodo-succinimide; molecular sieve; trifluoromethanesulfinic acid; hydrogen sulfide; triethylsilyl trifluoromethyl sulfonate; (+)-10-camphorsulfonic acid; triethylamine; In pyridine; dichloromethane;

DOI:10.1080/07328309808002324

Reference yield:

phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (79528-49-7) → Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6R)-6-acetoxy-2-acetoxymethyl-4-benzyloxy-5-tetradecanoylamino-tetrahydro-pyran-3-yloxy)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester (205750-50-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / N-iodosuccinimide, CF₃SO₂H, molecular sieves / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 92 percent / H₂S, Py/Et₃N / Ambient temperature

3: 96 percent / pyridine / 0.5 h / Ambient temperature

4: 1.) triethylsilyl triflate, 2.) (+)-10-camphorsulfonic acid / 1.) room temperature, 30 min, 2.) 1,2-dichloroethane, 90 deg C, 30 min

With pyridine; N-iodo-succinimide; molecular sieve; trifluoromethanesulfinic acid; hydrogen sulfide; triethylsilyl trifluoromethyl sulfonate; (+)-10-camphorsulfonic acid; triethylamine; In pyridine; dichloromethane;

DOI:10.1080/07328309808002324

upstream raw materials:

1-Tetradecanol

acetic anhydride

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((1R,2S,3R,4R,5R)-3-benzyloxy-4-tetradecanoylamino-6,8-dioxa-bicyclo[3.2.1]oct-2-yloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

Downstream raw materials:

Tetradecanoic acid [(2R,3R,4R,5S,6R)-5-((2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-hydroxymethyl-2-tetradecyloxy-tetrahydro-pyran-3-yl]-amide

Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-6-((2R,3S,4R,5R,6R)-2-acetoxymethyl-4-benzyloxy-5-tetradecanoylamino-6-tetradecyloxy-tetrahydro-pyran-3-yloxy)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 205750-50-1 Acetic acid (2R,3S,4R,5R,6S)-3-acetoxy-6-((2R,3S,4R,5R,6R)-6-acetoxy-2-acetoxymethyl-4-benzyloxy-5-tetradecanoylamino-tetrahydro-pyran-3-yloxy)-2-acetoxymethyl-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-4-yl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send