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ChemicalBook CAS DataBase List DCU
116-52-9

DCU synthesis

5synthesis methods
13598-36-2 Synthesis
Phosphorous acid

13598-36-2
351 suppliers
$25.00/10 G

58695-41-3 Synthesis
N-Cyclohexylglycine

58695-41-3
4 suppliers
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Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
0 suppliers
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121-44-8 Synthesis
Triethylamine

121-44-8
873 suppliers
$9.00/5g

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Yield:-

Reaction Conditions:

in tetrahydrofuran

Steps:

137.I I.
I. (S)-N-[2-[[Hydroxy(4-phenylbutyl)phosphinyl]oxy]-1-oxo-6-[[(phenylmethoxy)carbonyl]amino]hexyl]-N-cyclohexylglycine, phenylmethyl ester A mixture of Part G phosphonic acid (1.040 g, 2.18 mmole, 1.0 eq) and Part H amine·HCl (925 mg, 3.27 mmole, 1.5 eq) in dry THF (20 ml) and Et3 N (0.46 ml, 1.5 eq) was treated with excess N,N-dicyclohexylcarbonyldiimide (DCC) (1.155 g, 2.5 eq) and stirred for 6 hours at room temperature under argon. The suspension was diluted with EtOAc, precipitated DCU filtered off, the filtrate washed with 5% KHSO4, saturated NaHCO3 and brine, then dried over anhydrous Na2 SO4 and evaporated to an oil.

References:

E. R. Squibb & Sons, Inc. US4616005, 1986, A

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