phenacyl 4-<<α-(tert-butoxycarbonyl)-N^ε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoate

Base Information

• Chemical Name: phenacyl 4-<<α-(tert-butoxycarbonyl)-N^ε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoate
• CAS No.: 136631-88-4
• Molecular Formula: C₄₇H₅₁N₃O₁₀
• Molecular Weight: 817.936
• Mol file: 136631-88-4.mol

Synonyms:phenacyl 4-<<α-(tert-butoxycarbonyl)-N^ε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoate

Chemical Property of phenacyl 4-<<α-(tert-butoxycarbonyl)-N^ε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenacyl 4-<<α-(tert-butoxycarbonyl)-N^ε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoate

There total 6 articles about phenacyl 4-<<α-(tert-butoxycarbonyl)-N^ε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoate 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: 90.0%

Boc-Lys(Fmoc)-OH (84624-27-1) + phenacyl 4-<(L-prolyloxy)methyl>benzoate hydrochloride (136631-87-3) → phenacyl 4-<<α-(tert-butoxycarbonyl)-Nε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoate (136631-88-4)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 16h;

DOI:10.1021/jo00023a035

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → phenacyl 4-<<α-(tert-butoxycarbonyl)-Nε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoate (136631-88-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 4-(dimethylamino)pyridine, dicyclohexylcarbodiimide / CH₂Cl₂ / 1) 0 deg C, 2 h, 2) r.t., 18 h

2: 99.7 percent / trifluoroacetic acid / 3 h

3: 90 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide, N-methylmorpholine / dimethylformamide / 16 h

With 4-methyl-morpholine; dmap; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00023a035

Reference yield:

3-hydroxymethyl-benzoic acid (3006-96-0) → phenacyl 4-<<α-(tert-butoxycarbonyl)-Nε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoate (136631-88-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / Et₃N / ethyl acetate / 64 h

2: 100 percent / 4-(dimethylamino)pyridine, dicyclohexylcarbodiimide / CH₂Cl₂ / 1) 0 deg C, 2 h, 2) r.t., 18 h

3: 99.7 percent / trifluoroacetic acid / 3 h

4: 90 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide, N-methylmorpholine / dimethylformamide / 16 h

With 4-methyl-morpholine; dmap; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo00023a035

upstream raw materials:

Boc-Lys(Fmoc)-OH

phenacyl 4-<(L-prolyloxy)methyl>benzoate hydrochloride

1-(tert-butoxycarbonyl)-L-proline

3-hydroxymethyl-benzoic acid

Downstream raw materials:

4-<<α-(tert-butoxycarbonyl)-N^ε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoic acid