N^α-(fluoren-9-ylmethoxycarbonyl)-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl>-L-threonine pentafluorophenyl ester

Base Information

• Chemical Name: N^α-(fluoren-9-ylmethoxycarbonyl)-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl>-L-threonine pentafluorophenyl ester
• CAS No.: 132914-78-4
• Molecular Formula: C₅₁H₅₂F₅NO₂₂
• Molecular Weight: 1125.96
• Mol file: 132914-78-4.mol

Synonyms:N^α-(fluoren-9-ylmethoxycarbonyl)-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl>-L-threonine pentafluorophenyl ester

Chemical Property of N^α-(fluoren-9-ylmethoxycarbonyl)-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl>-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-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl>-L-threonine pentafluorophenyl ester

There total 6 articles about N^α-(fluoren-9-ylmethoxycarbonyl)-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl>-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: 80.0%

Nα-(9-fluorenylmethoxycarbonyl)-L-threonine pentafluorophenyl ester (86061-06-5) + O-(2,3,4,6-Tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-acetyl-α-D-mannopyranosyl bromide (82731-26-8) → Nα-(fluoren-9-ylmethoxycarbonyl)-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl>-L-threonine pentafluorophenyl ester (132914-78-4)

Guidance literature:

With silver trifluoromethanesulfonate; In dichloromethane; for 8h; -30 to -40 deg C;

DOI:10.1016/S0040-4039(00)97224-1

Reference yield:

acetyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-acetyl-β-D-mannopyranose (69685-28-5) → Nα-(fluoren-9-ylmethoxycarbonyl)-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl>-L-threonine pentafluorophenyl ester (132914-78-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.30 g / HBr, AcOH, 3 A molecular sieves / CH₂Cl₂ / 1 h / Ambient temperature

2: 80 percent / silver triflate, 3 A molecular sieves / CH₂Cl₂ / 8 h / -40 - -30 °C

With 3 A molecular sieve; hydrogen bromide; silver trifluoromethanesulfonate; acetic acid; In dichloromethane;

Reference yield:

acetobromomannose (13242-53-0) → Nα-(fluoren-9-ylmethoxycarbonyl)-O-<3,4,6-tri-O-acetyl-2-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-α-D-mannopyranosyl>-L-threonine pentafluorophenyl ester (132914-78-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) silver triflate, 3A molecular sieves / 1) CH₂Cl₂, -40 deg C, 2) CH₂Cl₂, -40 deg C, 40 min

2: 0.30 g / HBr, AcOH, 3 A molecular sieves / CH₂Cl₂ / 1 h / Ambient temperature

3: 80 percent / silver triflate, 3 A molecular sieves / CH₂Cl₂ / 8 h / -40 - -30 °C

With 3 A molecular sieve; hydrogen bromide; silver trifluoromethanesulfonate; acetic acid; In dichloromethane;

upstream raw materials:

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

O-(2,3,4,6-Tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-acetyl-α-D-mannopyranosyl bromide

acetyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-(1->2)-3,4,6-tri-O-acetyl-β-D-mannopyranose

1,3,4,6-tetra-O-acetyl-β-D-mannopyranose