Diisobutylaluminum hydride → (4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester

HRID 354023

反応式

[C:1]([NH:8][C:9]1[S:10][CH:11]=[C:12]([C:14](OCC)=[O:15])[N:13]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].CC(C[AlH]CC(C)C)C>C(Cl)Cl>[C:1]([NH:8][C:9]1[S:10][CH:11]=[C:12]([CH2:14][OH:15])[N:13]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

参加物

反応条件

温度: -60 °C

実験手順

A solution of ethyl 2-[(N-Boc)amino]-4-thiazolecarboxylate (1 mmole) in CH2Cl2 (10 mL) was cooled to −78° C., and treated with DIBAL-H (1M, 5 ML). The reaction was stirred at −60° C. for 3 h, and quenched with a suspension of NaF/H2O (1 g/1 mL). The resulting mixture was filtered and the filtrate was concentrated to give 2-[(N-Boc)amino]-4-hydroxymethylthiazole as a solid.

後処理

customquenched with a suspension of NaF/H2O (1 g/1 mL)
filtrationThe resulting mixture was filtered
concentrationthe filtrate was concentrated

出典と根拠

ORDレコード: ord-e54be4ccf6624a928e5630811ab220bd
出典データセット: uspto-grants-2004_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06756360B1

反応式

参加物

反応物 2

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

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