Reaktion #41308

ord-5cf924039e0d424c87afad66d6350ace

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
Cc1ccc[c]([Mg][Br])c1
m-tolylmagnesium bromide
C1CCOC1
THF
→
Cc1cccc([C@@H](O)[C@H](C)NC(=O)OC(C)(C)C)c1
subtitle compound
Cc1cccc([C@@H](O)[C@H](C)NC(=O)OC(C)(C)C)c1
tert-butyl (1R,2S)-1-hydroxy-1-m-tolylpropan-2-ylcarbamate

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
Cc1ccc[c]([Mg][Br])c1
m-tolylmagnesium bromide
C1CCOC1
THF

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The subtitle compound was prepared in two steps analogous to the methods described in Example 19 (step 19c+19d). Starting from (S)-tert-butyl 1-(methoxy(methyl)amino)-1-oxopropan-2-ylcarbamate (2.323 g, 10 mmol), and m-tolylmagnesium bromide 1.0M solution in THF (12.00 mL, 12.00 mmol). Yield 2.33 g (88%)

Quelle

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