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

Base Information

• Chemical Name: 4-<<α-(tert-butoxycarbonyl)-N^ε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoic acid
• CAS No.: 136631-89-5
• Molecular Formula: C₃₉H₄₅N₃O₉
• Molecular Weight: 699.801

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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

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

phenacyl 4-<<α-(tert-butoxycarbonyl)-Nε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoate (136631-88-4) → 4-<<α-(tert-butoxycarbonyl)-Nε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoic acid (136631-89-5)

Guidance literature:

With water; acetic acid; zinc; In ethyl acetate; for 16h;

DOI:10.1021/jo00023a035

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → 4-<<α-(tert-butoxycarbonyl)-Nε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoic acid (136631-89-5)

Guidance literature:

Multi-step reaction with 4 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

4: 89 percent / zinc powder, water, AcOH / ethyl acetate / 16 h

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

DOI:10.1021/jo00023a035

Reference yield:

3-hydroxymethyl-benzoic acid (3006-96-0) → 4-<<α-(tert-butoxycarbonyl)-Nε-(9-fluorenylmethoxycarbonyl)-L-lysyl-L-prolyl>oxy>methyl>benzoic acid (136631-89-5)

Guidance literature:

Multi-step reaction with 5 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

5: 89 percent / zinc powder, water, AcOH / ethyl acetate / 16 h

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

DOI:10.1021/jo00023a035

upstream raw materials:

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

1-(tert-butoxycarbonyl)-L-proline

3-hydroxymethyl-benzoic acid

phenacyl 4-(hydroxymethyl)benzoate

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