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

Base Information

• Chemical Name: N^α-fluoren-9-ylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-L-threonine benzyl ester
• CAS No.: 148806-97-7
• Molecular Formula: C₄₀H₄₃NO₁₄
• Molecular Weight: 761.78
• Mol file: 148806-97-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-fluoren-9-ylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-L-threonine benzyl ester

There total 6 articles about N^α-fluoren-9-ylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-L-threonine benzyl 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: 90.0%

N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester (73724-48-8) + 2,3,4,6-tetra-O-acetyl-D-monnopyranosyl chloride (65982-19-6) → Nα-fluoren-9-ylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-L-threonine benzyl ester (148806-97-7)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; toluene; 1) 0 deg C to room temperature, 2) room temperature, 1 h;

Reference yield: 80.0%

N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester (73724-48-8) + acetobromomannose (13242-53-0) → Nα-fluoren-9-ylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-L-threonine benzyl ester (148806-97-7)

Guidance literature:

With silver trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1007/s10719-011-9353-2

Reference yield: 75.0%

N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester (73724-48-8) + 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl fluoride (2823-44-1,439-03-2,439-04-3,439-05-4,2823-46-3,3934-29-0,4163-44-4,4163-45-5,20409-31-8,23235-96-3,51897-75-7,51897-76-8,51897-77-9,57573-38-3,62561-28-8,126641-47-2) → Nα-fluoren-9-ylmethoxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-L-threonine benzyl ester (148806-97-7)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1071/CH01204

upstream raw materials:

N-(fluoren-9-ylmethoxycarbonyl)-L-threonine benzyl ester

2,3,4,6-tetra-O-acetyl-D-monnopyranosyl chloride

acetobromomannose

D-Mannose pentaacetate

Downstream raw materials:

N^α-(9-fluorenylmethoxycarbonyl)-3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)-L-threonine

3-O-(α-D-mannopyranosyl)-L-threonine