9-Fluorenylmethyloxycarbonyl-glycyl-L-tryptophyl-L-leucyl-L-aspartyl-L-phenylalaninamide

Base Information

• Chemical Name: 9-Fluorenylmethyloxycarbonyl-glycyl-L-tryptophyl-L-leucyl-L-aspartyl-L-phenylalaninamide
• CAS No.: 86091-61-4
• Molecular Formula: C₄₇H₅₁N₇O₉
• Molecular Weight: 857.963
• Mol file: 86091-61-4.mol

Synonyms:9-Fluorenylmethyloxycarbonyl-glycyl-L-tryptophyl-L-leucyl-L-aspartyl-L-phenylalaninamide

Chemical Property of 9-Fluorenylmethyloxycarbonyl-glycyl-L-tryptophyl-L-leucyl-L-aspartyl-L-phenylalaninamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-Fluorenylmethyloxycarbonyl-glycyl-L-tryptophyl-L-leucyl-L-aspartyl-L-phenylalaninamide

There total 13 articles about 9-Fluorenylmethyloxycarbonyl-glycyl-L-tryptophyl-L-leucyl-L-aspartyl-L-phenylalaninamide 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: 84.0%

(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{(S)-2-[(S)-2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-acetylamino]-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-succinamic acid tert-butyl ester (86091-60-3) → 9-Fluorenylmethyloxycarbonyl-glycyl-L-tryptophyl-L-leucyl-L-aspartyl-L-phenylalaninamide (86091-61-4)

Guidance literature:

With hydrogenchloride; mercaptoethyl alcohol; In acetic acid; for 0.5h;

DOI:10.1055/s-1983-30327

Reference yield:

Fmoc-Gly-OPfp (86060-85-7) → 9-Fluorenylmethyloxycarbonyl-glycyl-L-tryptophyl-L-leucyl-L-aspartyl-L-phenylalaninamide (86091-61-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dimethylformamide / 0.17 h

2: 84 percent / HCl, mercaptoethanol / acetic acid / 0.5 h

With hydrogenchloride; mercaptoethyl alcohol; triethylamine; In acetic acid; N,N-dimethyl-formamide;

DOI:10.1055/s-1983-30327

Reference yield:

Fmoc-Leu-OH (35661-60-0) → 9-Fluorenylmethyloxycarbonyl-glycyl-L-tryptophyl-L-leucyl-L-aspartyl-L-phenylalaninamide (86091-61-4)

Guidance literature:

Multi-step reaction with 7 steps

1: 96 percent / dicyclohexylcarbodiimide / ethyl acetate / 0 deg C, 1 h; r.t., 1 h

2: triethylamine / dimethylformamide / 0.17 h

3: dimethylamine / dimethylformamide / 0.08 h

4: triethylamine / dimethylformamide / 0.17 h

5: dimethylamine / dimethylformamide / 0.08 h

6: triethylamine / dimethylformamide / 0.17 h

7: 84 percent / HCl, mercaptoethanol / acetic acid / 0.5 h

With hydrogenchloride; mercaptoethyl alcohol; dimethyl amine; triethylamine; dicyclohexyl-carbodiimide; In acetic acid; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1055/s-1983-30327

upstream raw materials:

(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{(S)-2-[(S)-2-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-acetylamino]-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-succinamic acid tert-butyl ester

N-(fluoren-9-ylmethoxycarbonyl)glycine

Fmoc-Leu-OH

(S)-3-((S)-2-Amino-4-methyl-pentanoylamino)-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid tert-butyl ester