Fmoc-Phenylalanyl-glycine

Base Information

• Chemical Name: Fmoc-Phenylalanyl-glycine
• CAS No.: 169624-67-3
• Molecular Formula: C26H24 N2 O5
• Molecular Weight: 444.487
• Hs Code.: 2924297099
• Mol file: 169624-67-3.mol

Synonyms:Glycine,N-[N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-phenylalanyl]-

Chemical Property of Fmoc-Phenylalanyl-glycine

Chemical Property:

• Melting Point: 175-180 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 760.6±60.0 °C(Predicted)
• PKA: 3.39±0.10(Predicted)
• PSA: 104.73000
• Density: 1.298±0.06 g/cm3(Predicted)
• LogP: 4.11900
• Storage Temp.: Store at 0°C

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-phenylalanyl-glycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Fmoc-Phenylalanyl-glycine

There total 7 articles about Fmoc-Phenylalanyl-glycine 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: 91.0%

N,O-bis(trimethylsilyl)glycine (7364-42-3) + N-Fmoc L-Phe (35661-40-6) → Fmoc-Phe-Gly-OH (169624-67-3)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1021/jo2024703

Reference yield: 85.0%

N-α-Fmoc-L-phenylalanine pentafluorophenyl ester (86060-92-6,159505-85-8) + glycine (56-40-6,18875-39-3,25718-94-9) → Fmoc-Phe-Gly-OH (169624-67-3)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; for 0.00833333h; microwave irradiation;

Reference yield:

Fmoc-gly-wang resin + N-Fmoc L-Phe (35661-40-6) → Fmoc-Phe-Gly-OH (169624-67-3)

Guidance literature:

Fmoc-gly-wang resin; With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 0.833333h; Wang resin

N-Fmoc L-Phe; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 16h; Wang resin

With trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; for 1h;

DOI:10.1016/j.bioorg.2018.08.018

upstream raw materials:

(S)-PheGly

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

N-α-Fmoc-L-phenylalanine pentafluorophenyl ester

glycine

Downstream raw materials:

Fmoc-Phe-Gly-Leu-OH

Fmoc-Phe-Leu-OH

Refernces

• 1、 Vishwanatha,Narendra,Chattopadhyay, Basab,Mukherjee, Monika,Sureshbabu, Vommina V.. "Synthesis of selenoxo peptides and oligoselenoxo peptides employing LiAlHSeH". experimental part. p. 2689 - 2702. Retrieved 2012/06/01.
• 2、 Suresh Babu, Vommina V.,Ramana Rao. "Microwave irradiated high-speed solution synthesis of peptide acids employing Fmoc-amino acid pentafluorophenyl esters as coupling agents". . p. 2328 - 2332. Retrieved 2007/10/03.