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-serine 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-serine pentafluorophenyl ester
• CAS No.: 143537-80-8
• Molecular Formula: C₅₀H₅₀F₅NO₂₂
• Molecular Weight: 1111.93
• Mol file: 143537-80-8.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-serine 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-serine 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-serine pentafluorophenyl ester

There total 4 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-serine 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: 65.0%

Nα-(fluoren-9-ylmethoxycarbonyl)-L-serine pentafluorophenyl ester (86061-05-4) + 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-serine pentafluorophenyl ester (143537-80-8)

Guidance literature:

With 3 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; at -40 - -25 ℃; for 7h;

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-serine pentafluorophenyl ester (143537-80-8)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 65 percent / silver triflate, 3 A molecular sieves / CH₂Cl₂ / 7 h / -40 - -25 °C

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

Reference yield:

1,3,4,6-tetra-O-acetyl-β-D-mannopyranose (18968-05-3) → 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-serine pentafluorophenyl ester (143537-80-8)

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: 65 percent / silver triflate, 3 A molecular sieves / CH₂Cl₂ / 7 h / -40 - -25 °C

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

upstream raw materials:

N^α-(fluoren-9-ylmethoxycarbonyl)-L-serine 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