2-N-(benzyloxycarbonyl)-4-O-(2,3,5-tri-O-benzyl-β-L-arabinofuranosyl)-L-hydroxyproline benzyl ester

Base Information

• Chemical Name: 2-N-(benzyloxycarbonyl)-4-O-(2,3,5-tri-O-benzyl-β-L-arabinofuranosyl)-L-hydroxyproline benzyl ester
• CAS No.: 77871-03-5
• Molecular Formula: C₄₆H₄₇NO₉
• Molecular Weight: 757.88
• Mol file: 77871-03-5.mol

Synonyms:

Chemical Property of 2-N-(benzyloxycarbonyl)-4-O-(2,3,5-tri-O-benzyl-β-L-arabinofuranosyl)-L-hydroxyproline benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-N-(benzyloxycarbonyl)-4-O-(2,3,5-tri-O-benzyl-β-L-arabinofuranosyl)-L-hydroxyproline benzyl ester

There total 3 articles about 2-N-(benzyloxycarbonyl)-4-O-(2,3,5-tri-O-benzyl-β-L-arabinofuranosyl)-L-hydroxyproline 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: 55.0%

2,3,5-tri-O-benzyl-L-arabinofuranose (96192-07-3) + (2S)-dibenzyl-4-hydroxypyrrolidine-1,2-dicarboxylate (13500-53-3,113039-54-6,132592-07-5,142776-07-6) → ester benzylique de la N-(benzyloxycarbonyl)-O-(2,3,5-tri-O-benzyl-α-L-arabinofuranosyl)-L-hydroxyproline (77871-03-5,81202-46-2)

Guidance literature:

With trifluoromethanesulfonic acid anhydride; In dichloromethane; acetonitrile; at -15 ℃; for 0.333333h;

Reference yield: 39.0%

2,3,5-tri-O-benzyl-L-arabinofuranose (96192-07-3) + N-(benzyloxycarbonyl)-L-hydroxyproline benzyl ester (13500-53-3,113039-54-6,132592-07-5,142776-07-6) → 2-N-(benzyloxycarbonyl)-4-O-(2,3,5-tri-O-benzyl-α-L-arabinofuranosyl)-L-hydroxyproline benzyl ester (77871-03-5,81202-46-2) + 2-N-(benzyloxycarbonyl)-4-O-(2,3,5-tri-O-benzyl-β-L-arabinofuranosyl)-L-hydroxyproline benzyl ester (77871-03-5,81202-46-2)

Guidance literature:

With trifluoromethanesulfonic acid anhydride; In dichloromethane; acetonitrile; for 0.5h;

DOI:10.1016/S0008-6215(00)80679-5

Reference yield: 39.0%

2,3,5-tri-O-benzyl-L-arabinofuranose (96192-07-3) + N-(benzyloxycarbonyl)-L-hydroxyproline benzyl ester (13500-53-3,113039-54-6,132592-07-5,142776-07-6) → 2-N-(benzyloxycarbonyl)-4-O-(2,3,5-tri-O-benzyl-α-L-arabinofuranosyl)-L-hydroxyproline benzyl ester (77871-03-5,81202-46-2) + 2-N-(benzyloxycarbonyl)-4-O-(2,3,5-tri-O-benzyl-β-L-arabinofuranosyl)-L-hydroxyproline benzyl ester (77871-03-5,81202-46-2)

Guidance literature:

With trifluoromethanesulfonic acid anhydride; In dichloromethane; acetonitrile; for 0.5h;

DOI:10.1016/S0008-6215(00)80679-5

upstream raw materials:

2,3,5-tri-O-benzyl-L-arabinofuranose

(2S)-dibenzyl-4-hydroxypyrrolidine-1,2-dicarboxylate

N-(benzyloxycarbonyl)-L-hydroxyproline benzyl ester