N²-(tert-butoxycarbonyl)-N⁴-[2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl-(1-4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl]-L-asparagine fluorenylmethyl ester

Base Information

• Chemical Name: N²-(tert-butoxycarbonyl)-N⁴-[2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl-(1-4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl]-L-asparagine fluorenylmethyl ester
• CAS No.: 939403-15-3
• Molecular Formula: C₇₄H₈₂N₄O₁₅
• Molecular Weight: 1267.48
• Mol file: 939403-15-3.mol

Synonyms:

Chemical Property of N²-(tert-butoxycarbonyl)-N⁴-[2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl-(1-4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl]-L-asparagine fluorenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N²-(tert-butoxycarbonyl)-N⁴-[2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl-(1-4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl]-L-asparagine fluorenylmethyl ester

There total 2 articles about N²-(tert-butoxycarbonyl)-N⁴-[2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl-(1-4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl]-L-asparagine fluorenylmethyl 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:

fluoren-9-ylmethyl N-tert-butyloxycarbonyl-L-aspartate (129046-87-3) → N2-(tert-butoxycarbonyl)-N4-[2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl-(1-4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl]-L-asparagine fluorenylmethyl ester (939403-15-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 0.5 h / 0 °C

2: 140 mg / H₂ / Lindlar catalyst / tetrahydrofuran / 43 h

With hydrogen; dicyclohexyl-carbodiimide; Lindlar's catalyst; In tetrahydrofuran; dichloromethane;

DOI:10.1271/bbb.50621

Reference yield:

C46H48N2O11 + O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl azide (214467-61-5) → N2-(tert-butoxycarbonyl)-N4-[2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl-(1-4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl]-L-asparagine fluorenylmethyl ester (939403-15-3)

Guidance literature:

With hydrogen; Lindlar's catalyst; In tetrahydrofuran; for 43h;

DOI:10.1271/bbb.50621

Reference yield:

N2-(tert-butoxycarbonyl)-N4-[2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl-(1-4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl]-L-asparagine fluorenylmethyl ester (939403-15-3) → N2-(tert-butoxycarbonyl)-N4-[2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl-(1-4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl]-L-asparagine

Guidance literature:

With piperidine; In N,N-dimethyl-formamide; for 0.5h;

DOI:10.1271/bbb.50621

upstream raw materials:

O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl azide

fluoren-9-ylmethyl N-tert-butyloxycarbonyl-L-aspartate