Trimethylsilyldiazomethane → HCID 75445982, Verbindung

HRID 391803Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 391803
[C:1]([O:5][C:6]([NH:8][C:9]1[S:10][C:11]([C:15]([OH:17])=[O:16])=[C:12]([CH3:14])[N:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Si](C=[N+]=[N-])(C)(C)[CH3:19]>C1COCC1.CO>[CH3:19][O:16][C:15]([C:11]1[S:10][C:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])=[N:13][C:12]=1[CH3:14])=[O:17]

Komponenten

4

Edukt 2

HCID 167693TrimethylsilyldiazomethaneHCID 2756770N-Boc-amino-4-methylthiazole-5-carboxylic acid

Produkt 1

HCID 75445982HCID 75445982, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21899815MeOH tetrahydrofuranLösungsmittel

Versuchsvorschrift

2-tert-Butoxycarbonylamino-4-methyl-thiazole-5-carboxylic acid (0.52 g) was dissolved in THF: MeOH (2:1, 10 mL) and 2 eq of TMSCHN2 (2M sln in hex) was added at RT and stirred for 6 h. All volatiles were removed in vacuum by rotavap and the residue was dried in vacuum to give 2-tert-Butoxycarbonylamino-4-methyl-thiazole-5-carboxylic acid methyl ester (0.52 g). This was used in the next reaction without further purification. 1H NMR (400 MHz, CDCl3) 3.83 (s, 3H), 2.65 (s, 3H), 1.54 (s, 9H).

Aufarbeitung

  1. customAll volatiles were removed in vacuum by rotavap
  2. customthe residue was dried in vacuum

Quellen und Nachweise

ORD-Eintrag
ord-7d49009e7f4e492d9b62ab06d1f9ea24
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383644B2

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