Reaktion #41302

ord-94c704e41ce44a75a87597d3c55b1022

Reaktionsgleichung

CON(C)C(=O)[C@H](C)NC(=O)OC(C)(C)C
(S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopropan-2-ylcarbamate
[Br][Mg][c]1ccc2ccccc2c1
2-Naphthylmagnesiumbromide
C1CCOC1
THF
→
C[C@H](NC(=O)OC(C)(C)C)C(=O)c1ccc2ccccc2c1
subtitle compound
C[C@H](NC(=O)OC(C)(C)C)C(=O)c1ccc2ccccc2c1
tert-butyl[(1S)-1-methyl-2-(2-naphthyl)-2-oxoethyl]carbamate

Edukte

CON(C)C(=O)[C@H](C)NC(=O)OC(C)(C)C
(S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopropan-2-ylcarbamate
[Br][Mg][c]1ccc2ccccc2c1
2-Naphthylmagnesiumbromide
C1CCOC1
THF

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe obtained material was crystallised from Heptane

Vorschrift

The subtitle compound was prepared analogous to the method described in Example 19 (step 19d), starting from (S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopropan-2-ylcarbamate (1.86 g, 8 mmol) and a freshly prepared 2-Naphthylmagnesiumbromide 1M solution in THF (8 mL, 8 mmol). The obtained material was crystallised from Heptane. Yield 350 mg (14%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07728030B2uspto-grants-2010_06