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ChemicalBook CAS DataBase List FMOC-5-AMINOPENTANOIC ACID

FMOC-5-AMINOPENTANOIC ACID synthesis

4synthesis methods
-

Yield: 90%

Reaction Conditions:

in N,N-dimethyl-formamide for 1 h;

Steps:

N-Fmoc-5-aminopentanoic acid (Fmoc-AVS).
N-Fmoc-5-aminopentanoic acid (Fmoc-AVS). 5-aminopentanoic acid (0.35 g, 3 mmol) was reacted with o- Fmoc-OSu (1.01 g, 3 mmol) in DMF for 60 mm. Fmoc-AVS was obtained as a slightly yellow, sticky oil in sufficienti purity (0.92 g, 90%). 1H NMR (500MHz, DMSO-d6): n 12.02 (br s, 1H), 7.86 (d, 2 H), 7.67 (d, 2H), 7.39 (t, 2H), 7.31 (t, 2H),7.26 (t, 1H), 4.28 (d, 2H), 4.19 (t, 1H), 2.97 (dd, 2H), 2.19 (t, 2H), 1.43 (br m, 4H). 13CNMR (125 MHz, DMSO-d6): 174.9, 156.7, 144.4, 141.2, 128.0, 127.5, 125.6, 120.5, 65.6,64, 47.2, 33.8, 29.3, 22.2.R (10-100%): 20.73 mm. m/z calculated for C20H21NO4: 339.15;found 701.3 [2M + Na].

References:

TECHNISCHE UNIVERSITÄT MÜNCHEN;WESTER, Hans-Jürgen;SCHOTTELIUS, Margret;OSL, Theresa;POSCHENRIEDER, Andreas;WILLIBALD, Marina WO2015/185162, 2015, A1 Location in patent:Page/Page column 70

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