N^α-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threoninebenzyl ester

Base Information

• Chemical Name: N^α-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threoninebenzyl ester
• CAS No.: 100938-56-5
• Molecular Formula: C₄₀H₄₄N₂O₁₃
• Molecular Weight: 760.795
• Mol file: 100938-56-5.mol

Synonyms:N^α-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threoninebenzyl ester

Chemical Property of N^α-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threoninebenzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threoninebenzyl ester

There total 17 articles about N^α-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threoninebenzyl 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: 95.0%

acetic anhydride (108-24-7) + (2S,3R)-3-((2S,3R,4R,5R,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-amino-tetrahydro-pyran-2-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester → Nα-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threoninebenzyl ester (100938-56-5)

Guidance literature:

With pyridine; In dichloromethane;

DOI:10.1021/ja00061a053

Reference yield: 76.0%

N-(9H-fluorene-9-yl)-methoxycarbonyl-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester (100938-55-4) + tiolacetic acid (507-09-5) → Nα-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threoninebenzyl ester (100938-56-5)

Guidance literature:

With pyridine; for 20h; Ambient temperature;

DOI:10.1021/ja9825128

Reference yield: 70.0%

Nα-fluoren-9-ylmethoxycarbonyl-O-(2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threonine benzyl ester (1380302-80-6) + tiolacetic acid (507-09-5) → Nα-fluoren-9-ylmethoxycarbonyl-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-α-D-galactopyranosyl)-L-threoninebenzyl ester (100938-56-5)

Guidance literature:

With pyridine; at 20 ℃; for 24h;

DOI:10.1039/c7ob02976d

upstream raw materials:

acetic anhydride

N-(9H-fluorene-9-yl)-methoxycarbonyl-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester

tiolacetic acid

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide

Downstream raw materials:

C₅₈H₇₀N₄O₂₃

O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-N^α-(fluoren-9-ylmethoxycarbonyl)-L-threonine pentafluorophenyl ester

N-<2-(4-pyridyl)ethoxycarbonyl>-L-seryl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-seryl-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-threonine benzyl ester

C₄₈H₅₇N₃O₁₆

Refernces

• 1、 Leiria Campo, Vanessa,Riul, Thalita B.,Oliveira Bortot, Leandro,Martins-Teixeira, Maristela B.,Fiori Marchiori, Marcelo,Iaccarino, Emanuela,Ruvo, Menotti,Dias-Baruffi, Marcelo,Carvalho, Ivone. "A Synthetic MUC1 Glycopeptide Bearing βGalNAc-Thr as a Tn Antigen Isomer Induces the Production of Antibodies against Tumor Cells". . p. 527 - 538. Retrieved 2017/03/22.
• 2、 Talat, Sariya,Thiruvikraman, Menithalakshmi,Kumari, Saroj,Kaur, Kanwal J.. "Glycosylated analogs of formaecin I and drosocin exhibit differential pattern of antibacterial activity". . p. 537 - 555. Retrieved 2014/02/14.