Nα-fluorenylmethoxycarbonyl-trans-4-hydroxy-4-O-[(2,3,4,6-tetra-O-benzoyl)-α-D-mannopyranosyl]-L-proline allyl ester

Base Information

• Chemical Name: Nα-fluorenylmethoxycarbonyl-trans-4-hydroxy-4-O-[(2,3,4,6-tetra-O-benzoyl)-α-D-mannopyranosyl]-L-proline allyl ester
• CAS No.: 1000384-03-1
• Molecular Formula: C₅₇H₄₉NO₁₄
• Molecular Weight: 972.014
• Mol file: 1000384-03-1.mol

Synonyms:Nα-fluorenylmethoxycarbonyl-trans-4-hydroxy-4-O-[(2,3,4,6-tetra-O-benzoyl)-α-D-mannopyranosyl]-L-proline allyl ester

Chemical Property of Nα-fluorenylmethoxycarbonyl-trans-4-hydroxy-4-O-[(2,3,4,6-tetra-O-benzoyl)-α-D-mannopyranosyl]-L-proline allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Nα-fluorenylmethoxycarbonyl-trans-4-hydroxy-4-O-[(2,3,4,6-tetra-O-benzoyl)-α-D-mannopyranosyl]-L-proline allyl ester

There total 4 articles about Nα-fluorenylmethoxycarbonyl-trans-4-hydroxy-4-O-[(2,3,4,6-tetra-O-benzoyl)-α-D-mannopyranosyl]-L-proline allyl 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: 89.0%

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide (14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,114682-36-9,127305-34-4,151377-77-4) + 4-hydroxypyrrolidine-1,2-dicarboxylic acid 2-allyl ester 1-(9H-fluoren-9-ylmethyl) ester (468096-64-2) → Nα-fluorenylmethoxycarbonyl-trans-4-hydroxy-4-O-[(2,3,4,6-tetra-O-benzoyl)-α-D-mannopyranosyl]-L-proline allyl ester (1000384-03-1)

Guidance literature:

With silver trifluoromethanesulfonate; In dichloromethane; toluene; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.carres.2007.08.015

Reference yield: 80.0%

1-deoxy-1-[(R/S)-(phenyl)sulfinyl]-2,3,4,6-tetra-O-benzoyl-α-D-mannopyranose + 4-hydroxypyrrolidine-1,2-dicarboxylic acid 2-allyl ester 1-(9H-fluoren-9-ylmethyl) ester (468096-64-2) → Nα-fluorenylmethoxycarbonyl-trans-4-hydroxy-4-O-[(2,3,4,6-tetra-O-benzoyl)-α-D-mannopyranosyl]-L-proline allyl ester (1000384-03-1)

Guidance literature:

With 2,6-di-tert-butyl-4-methylpyridine; trifluoromethylsulfonic anhydride; In toluene; at -78 ℃; for 4h;

DOI:10.1016/j.carres.2007.08.015

Reference yield: 73.0%

2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate (183901-63-5) + 4-hydroxypyrrolidine-1,2-dicarboxylic acid 2-allyl ester 1-(9H-fluoren-9-ylmethyl) ester (468096-64-2) → Nα-fluorenylmethoxycarbonyl-trans-4-hydroxy-4-O-[(2,3,4,6-tetra-O-benzoyl)-α-D-mannopyranosyl]-L-proline allyl ester (1000384-03-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 ℃; for 4h;

DOI:10.1016/j.carres.2007.08.015

upstream raw materials:

4-methylphenyl 2,3,4,6-tetra-O-benzoyl-1-thio-α-D-mannopyranoside

4-hydroxypyrrolidine-1,2-dicarboxylic acid 2-allyl ester 1-(9H-fluoren-9-ylmethyl) ester

2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide