dibenzyl 2-((R)-4-(((-(9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanamido)heptanedioate

Base Information

• Chemical Name: dibenzyl 2-((R)-4-(((-(9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanamido)heptanedioate
• CAS No.: 1269620-00-9
• Molecular Formula: C₄₈H₄₈N₂O₉
• Molecular Weight: 796.917
• Mol file: 1269620-00-9.mol

Synonyms:dibenzyl 2-((R)-4-(((-(9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanamido)heptanedioate

Chemical Property of dibenzyl 2-((R)-4-(((-(9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanamido)heptanedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dibenzyl 2-((R)-4-(((-(9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanamido)heptanedioate

There total 7 articles about dibenzyl 2-((R)-4-(((-(9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanamido)heptanedioate 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%

C21H25NO4 (1269619-99-9) + (R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid (104091-10-3) → dibenzyl 2-((R)-4-(((-(9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanamido)heptanedioate (1269620-00-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1021/jm101535e

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → dibenzyl 2-((R)-4-(((-(9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanamido)heptanedioate (1269620-00-9)

Guidance literature:

Multi-step reaction with 5 steps

1: dmap; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 4 h

2: 1 h

3: sodium carbonate / 1,4-dioxane; water / 10 - 20 °C

4: 1,4-dioxane; water / 16 h / 20 °C

5: triethylamine / dichloromethane / 8 h / 20 °C

With dmap; sodium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jm101535e

Reference yield:

(R)-1-benzyl 5-tert-butyl 2-((tert-butoxycarbonyl)amino)pentanedioate (1269619-42-2) → dibenzyl 2-((R)-4-(((-(9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanamido)heptanedioate (1269620-00-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1 h

2: sodium carbonate / 1,4-dioxane; water / 10 - 20 °C

3: 1,4-dioxane; water / 16 h / 20 °C

4: triethylamine / dichloromethane / 8 h / 20 °C

With sodium carbonate; triethylamine; In 1,4-dioxane; dichloromethane; water;

DOI:10.1021/jm101535e

upstream raw materials:

(R)-1-benzyl 5-tert-butyl 2-((tert-butoxycarbonyl)amino)pentanedioate

C₂₁H₂₅NO₄

(R)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid

alpha-aminopimelic acid