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

Base Information

• Chemical Name: (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoylamino]-succinamic acid tert-butyl ester
• CAS No.: 86061-08-7
• Molecular Formula: C₃₈H₄₆N₄O₇
• Molecular Weight: 670.806
• Mol file: 86061-08-7.mol

Synonyms:

Chemical Property of (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoylamino]-succinamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoylamino]-succinamic acid tert-butyl ester

There total 5 articles about (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoylamino]-succinamic acid tert-butyl 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:

Fmoc-Leu-OH (35661-60-0) → (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoylamino]-succinamic acid tert-butyl ester (86061-08-7)

Guidance literature:

Multi-step reaction with 2 steps

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

2: triethylamine / dimethylformamide / 0.17 h

With triethylamine; dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1055/s-1983-30327

Reference yield:

Fmoc-(tBu)Asp-OH (71989-14-5) → (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoylamino]-succinamic acid tert-butyl ester (86061-08-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / dicyclohexylcarbodiimide / ethyl acetate / 0 deg C, 1 h; r.t., 1 h

2: 77 percent / triethylamine / dimethylformamide / 0.17 h

3: dimethylamine / dimethylformamide / 0.08 h

4: triethylamine / dimethylformamide / 0.17 h

With dimethyl amine; triethylamine; dicyclohexyl-carbodiimide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1055/s-1983-30327

Reference yield:

tert-butyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-pentafluorophenyl L-aspartate (86061-01-0,200335-75-7) → (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoylamino]-succinamic acid tert-butyl ester (86061-08-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / triethylamine / dimethylformamide / 0.17 h

2: dimethylamine / dimethylformamide / 0.08 h

3: triethylamine / dimethylformamide / 0.17 h

With dimethyl amine; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1055/s-1983-30327

upstream raw materials:

H-Asp(O-tBu)-Phe-NH₂

N-(9-fluorenylmethoxycarbonyl)-L-leucine pentafluorophenyl ester

Fmoc-Leu-OH

Fmoc-(tBu)Asp-OH

Downstream 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

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

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

H-Trp-Leu-Asp(O-t-Bu)-Phe-NH₂