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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 330125Erstellt: 23. Oktober 2026

4-Methylmorpholine → 2-Hydroxy-2,4-dimethyl-3-pentanone

https://huagongshe.com/de/reaction/330125

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-MethylmorpholineHCID 7972—
EduktEthyl chloroformateHCID 10928—
Edukt3-Amino-2,4-dimethylpentan-2-olHCID 13247948—
EduktN-benzyloxycarbonyl-beta-benzyl-L-aspartyl-D-alanineHCID 53966575—
KatalysatorDihydroxy(dioxo)molybdenum;phosphonic acidHCID 21863154—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl acetate hexaneHCID 21226206—
Produkt2-Hydroxy-2,4-dimethyl-3-pentanoneHCID 547735—

Reaktionsschritte

To a solution of 2.14 g. (5.0 mmole) beta-benzyl-N-benzyloxycarbonyl-L-aspartyl-D-alanine in 35 ml. tetrahydrofuran cooled to -15° was added 0.55 ml. (5.0 mmole) N-methylmorpholine and 0.48 ml. (5.0 mmole) ethyl chloroformate. The mixture was stirred at -15° to -10° C. for two minutes and 0.66 g. (5.0 mmole) 3-amino-2-hydroxy-2,4-dimethylpentane was added. The mixture was allowed to warm to room temperature, stirred overnight and worked-up as described in Example 5, Part B, to obtain the diprotected dipeptide amide, Rf 0.27 (TLC, ethyl acetate/hexane, 1:1, phosphomolybdic acid spray, heat) which was used directly in the next step.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04894464
Quelldatensatzuspto-grants-1990_01
ORD IDord-079a054ae14c446cae2a98d5a52d1fe9
Quellennotizuspto-grants-1990_01