O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)-L-threonyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-O-tert-butyl-L-threonin-benzylester

Base Information

• Chemical Name: O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)-L-threonyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-O-tert-butyl-L-threonin-benzylester
• CAS No.: 120792-09-8
• Molecular Formula: C₆₀H₈₈N₆O₁₃
• Molecular Weight: 1101.39
• Mol file: 120792-09-8.mol

Synonyms:

Chemical Property of O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)-L-threonyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-O-tert-butyl-L-threonin-benzylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)-L-threonyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-O-tert-butyl-L-threonin-benzylester

There total 8 articles about O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)-L-threonyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-O-tert-butyl-L-threonin-benzylester 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:

benzyl bromide (100-39-0) → O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)-L-threonyl-Nε-(tert-butoxycarbonyl)-L-lysyl-Nε-(tert-butoxycarbonyl)-L-lysyl-O-tert-butyl-L-threonin-benzylester (120792-09-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) Cs₂CO₃ / 1.) EtOH/H₂O, 20 min; 2.) DMF, room temp., 2 h

2: morpholine / 0.67 h

3: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 18 h

4: morpholine / 0.67 h

5: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 18 h

6: morpholine / 0.67 h

7: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 22 h

With morpholine; caesium carbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane;

Reference yield:

Fmoc-Thr(tBu)-OH (71989-35-0,138797-71-4) → O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)-L-threonyl-Nε-(tert-butoxycarbonyl)-L-lysyl-Nε-(tert-butoxycarbonyl)-L-lysyl-O-tert-butyl-L-threonin-benzylester (120792-09-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) Cs₂CO₃ / 1.) EtOH/H₂O, 20 min; 2.) DMF, room temp., 2 h

2: morpholine / 0.67 h

3: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 18 h

4: morpholine / 0.67 h

5: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 18 h

6: morpholine / 0.67 h

7: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 22 h

With morpholine; caesium carbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane;

Reference yield:

(2S,3R)-benzyl 2-amino-3-(tert-butoxy)butanoate (42406-75-7) → O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)-L-threonyl-Nε-(tert-butoxycarbonyl)-L-lysyl-Nε-(tert-butoxycarbonyl)-L-lysyl-O-tert-butyl-L-threonin-benzylester (120792-09-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 18 h

2: morpholine / 0.67 h

3: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 18 h

4: morpholine / 0.67 h

5: 2-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline / CH₂Cl₂ / 22 h

With morpholine; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane;

upstream raw materials:

Fmoc-Thr(tBu)-OH

(2S,3R)-2-[(S)-2-((S)-2-Amino-6-tert-butoxycarbonylamino-hexanoylamino)-6-tert-butoxycarbonylamino-hexanoylamino]-3-tert-butoxy-butyric acid benzyl ester

benzyl bromide

(2S,3R)-benzyl 2-amino-3-(tert-butoxy)butanoate

Downstream raw materials:

(2S,3R)-2-((S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-tert-butoxy-propionylamino)-3-tert-butoxy-butyrylamino]-6-tert-butoxycarbonylamino-hexanoylamino}-6-tert-butoxycarbonylamino-hexanoylamino)-3-tert-butoxy-butyric acid benzyl ester

O-tert-Butyl-N-(9-fluorenylmethoxycarbonyl)-L-seryl-O-tert-butyl-L-threonyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-N^ε-(tert-butoxycarbonyl)-L-lysyl-O-tert-butyl-L-threonin-benzylester