Fmoc-Ala-Pro-D-Phe-OBn

Base Information

• Chemical Name: Fmoc-Ala-Pro-D-Phe-OBn
• CAS No.: 267876-97-1
• Molecular Formula: C₃₉H₃₉N₃O₆
• Molecular Weight: 645.755
• Mol file: 267876-97-1.mol

Synonyms:Fmoc-Ala-Pro-D-Phe-OBn

Chemical Property of Fmoc-Ala-Pro-D-Phe-OBn

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Fmoc-Ala-Pro-D-Phe-OBn

There total 4 articles about Fmoc-Ala-Pro-D-Phe-OBn 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:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) → Fmoc-Ala-Pro-D-Phe-OBn (267876-97-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / diethyl phosphorcyanidate; (i-Pr)2NEt / dimethylformamide; CH₂Cl₂ / 11 h

2: 99 percent / H₂ / Pd/C / ethyl acetate; ethanol / 17 h / 20 °C

3: 1.78 g / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / -5 °C

With diethyl cyanophosphonate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrogenolysis / 3: Condensation;

DOI:10.1021/jo9914566

Reference yield:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → Fmoc-Ala-Pro-D-Phe-OBn (267876-97-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / diethyl phosphorcyanidate; (i-Pr)2NEt / dimethylformamide; CH₂Cl₂ / 11 h

2: 99 percent / H₂ / Pd/C / ethyl acetate; ethanol / 17 h / 20 °C

3: 1.78 g / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / -5 °C

With diethyl cyanophosphonate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrogenolysis / 3: Condensation;

DOI:10.1021/jo9914566

Reference yield:

Fmoc-Ala-Pro-OBn (245115-69-9) → Fmoc-Ala-Pro-D-Phe-OBn (267876-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / H₂ / Pd/C / ethyl acetate; ethanol / 17 h / 20 °C

2: 1.78 g / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / -5 °C

With diethyl cyanophosphonate; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate; 1: Hydrogenolysis / 2: Condensation;

DOI:10.1021/jo9914566

upstream raw materials:

(R)-phenylalanine benzyl ester p-toluenosulfonate

Fmoc-Ala-Pro-OH

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

Downstream raw materials:

Fmoc-Ala-Pro-D-Phe-Ser(TBS)-Thr(rprenyl)-Ser(rprenyl)-Ile-OMe

Fmoc-Ala-Pro-D-Phe-D-Ser(TBS)-Thr(rprenyl)-Ser(rprenyl)-Ile-OMe

C₅₀H₈₃N₇O₁₁Si

2-[2-[2-[2-(2-{[1-(2-amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-(1,1-dimethyl-allyloxy)-butyrylamino]-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoic acid

Refernces