TERT-BUTYL [2-PHTHALIMIDO-1-(METHYLSULFANYLMETHYL)ETHYL]CARBAMATE synthesis

2synthesis methods

Product Name:TERT-BUTYL [2-PHTHALIMIDO-1-(METHYLSULFANYLMETHYL)ETHYL]CARBAMATE
CAS Number:885266-58-0
Molecular formula:C17H22N2O4S
Molecular Weight:350.43

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Carbamic acid, N-[1-(hydroxymethyl)-2-(methylthio)ethyl]-, 1,1-dimethylethyl ester

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TERT-BUTYL [2-PHTHALIMIDO-1-(METHYLSULFANYLMETHYL)ETHYL]CARBAMATE

885266-58-0
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Yield:-

Reaction Conditions:

with triphenylphosphine;diethylazodicarboxylate in tetrahydrofuran at 20; for 2 h;Inert atmosphere;

Steps:

4.11.3 Step 3:

To a solution of tert-butyl [l-hydroxy-3-(methylsulfanyl)propan-2- yl]carbamate (14.0 g, 63.3 mmol) in THF (200 mL) was added phthalimide (11.2 g, 76.0 mmol) and triphenylphosphine (25.3 g, 94.9 mmol) under a nitrogen atmosphere.Diethylazodicarboxylate was added dropwise and the reaction mixture was stirred at room temperature. After 2 hours, the reaction mixture was concentrated under reduced pressure. The residue was purified via chromatography on silica gel to afford tert-butyl [l-(l,3-dioxo-l,3- dihydro-2H-isoindol-2-yl)-3-(methylsulfanyl)propan-2-yl]carbamate. MS ESI calc'd. for C₁₇H₂₂N₂0₄SNa [M + Na]⁺ 373, found 373. 1H NMR (400 MHz, CD₃OD) δ 7.85 - 7.77 (m, 4H), 4.16 - 4.05 (m, 1H), 3.92 - 3.68 (m, 2H), 2.69 - 2.15 (m, 2H), 2.15 (s, 3H), 1.25 (s, 9H).

References:

WO2013/52394,2013,A1 Location in patent:Paragraph 00305

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885266-58-0
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$238.00/200mg

References