ChemicalBook CAS DataBase List N-Boc-N'-Fmoc-L-Lysine

N-Boc-N'-Fmoc-L-Lysine synthesis

4synthesis methods

Product Name:N-Boc-N'-Fmoc-L-Lysine
CAS Number:84624-27-1
Molecular formula:C26H32N2O6
Molecular Weight:468.54

82911-69-1 Synthesis

N-(9-Fluorenylmethoxycarbonyloxy)succinimide

82911-69-1
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13734-28-6
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84624-27-1
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$6.00/1g

Yield:-

Reaction Conditions:

with sodium hydrogencarbonate in tetrahydrofuran;water at 20; for 3 h;

Steps:

53.1 Step 1 : Preparation of (S)-6-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-((tert- butoxycarbonyl)amino)hexanoic acid (intermediate i-53a)
To a solution of (2S)-6-amino-2-(tert-butoxycarbonylamino)hexanoic acid (1 g, 4.06 mmol) in THF (10.0 mL) was added a solution of NaHCC>3 (682.14 mg, 8.12 mmol) in water (10.0 ml_) and FmocOSu (1 .51 g, 4.47 mmol). The reaction mixture was stirred at 20 °C for 3 hrs. The reaction mixture was poured into water (10.0 mL). The solution was adjusted to pH4 with saturated citric acid solution. The mixture was extracted with EtOAc (15 mL^*3). The combined organic extracts were washed with brine (20.0 mL), dried over Na2SC>4 and filtered. The filtrate was concentrated to give intermediate i-53a as a white solid. The compound was used directly in the next step. LCMS (ESI) m/z: [M+Na]⁺ = 491 .4

References:

FOGHORN THERAPEUTICS INC.;ANTHONY, Neville, John;MILLAN, David, Simon;VASWANI, Rishi, G.;SCHILLER, Shawn, E.R. WO2019/152437, 2019, A1 Location in patent:Page/Page column 133-134

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