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

Base Information

• Chemical Name: N^α-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-threonine pentafluorophenyl ester
• CAS No.: 160410-56-0
• Molecular Formula: C₄₁H₃₉F₅N₂O₁₄
• Molecular Weight: 878.758
• Mol file: 160410-56-0.mol

Synonyms:

Chemical Property of N^α-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-threonine pentafluorophenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-threonine pentafluorophenyl ester

There total 3 articles about N^α-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-threonine pentafluorophenyl 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: 71.0%

Nα-(9-fluorenylmethoxycarbonyl)-L-threonine pentafluorophenyl ester (86061-06-5) + 3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-α-D-glucopyranosyl trichloroacetimidate (160410-53-7) → Nα-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-threonine pentafluorophenyl ester (160410-56-0)

Guidance literature:

In dichloromethane; for 15h; Ambient temperature;

Reference yield:

O-tert-butyl-Nα-(fluoren-9-ylmethoxycarbonyl)-L-threonine pentafluorophenyl ester (117088-31-0) → Nα-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-threonine pentafluorophenyl ester (160410-56-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / TFA / 0.75 h / Ambient temperature

2: 71 percent / CH₂Cl₂ / 15 h / Ambient temperature

With trifluoroacetic acid; In dichloromethane;

Reference yield:

Acetic acid (2R,3S,4R,5R)-3-acetoxy-2-acetoxymethyl-5-allyloxycarbonylamino-6-hydroxy-tetrahydro-pyran-4-yl ester → Nα-(fluoren-9-ylmethoxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-L-threonine pentafluorophenyl ester (160410-56-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / K₂CO₃, molecular sieves (3 Angstroem) / CH₂Cl₂ / Ambient temperature

2: 71 percent / CH₂Cl₂ / 15 h / Ambient temperature

With 3 A molecular sieve; potassium carbonate; In dichloromethane;

upstream raw materials:

N^α-(9-fluorenylmethoxycarbonyl)-L-threonine pentafluorophenyl ester

3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

O-tert-butyl-N^α-(fluoren-9-ylmethoxycarbonyl)-L-threonine pentafluorophenyl ester

Downstream raw materials:

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

Refernces