N-Boc-p-toluenesulfonamide → tert-Butyl methyl(tosyl)carbamate

HRID 393410

反応式

HRID 393410 の反応式
[CH3:1]COC(/N=N/C(OCC)=O)=O.[C:13]([NH:20][S:21]([C:24]1[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=1)(=[O:23])=[O:22])([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14]>CO>[CH3:1][N:20]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[S:21]([C:24]1[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][CH:25]=1)(=[O:23])=[O:22]

参加物

4

反応物 2

HCID 688170N-Boc-p-toluenesulfonamideHCID 5462977Diethyl azodicarboxylate

生成物 1

HCID 22660067tert-Butyl methyl(tosyl)carbamate収率 85%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The crude fluorous DEAD reagent 22 was then used in Mitsunobu reactions with N-Boc-p-toluenesulfonamide. Once again, the standard mode of addition gave complete conversion with MeOH and the product, N-methyl-N-boc-p-toluenesulfonamide was isolated in 85% yield after FSPE. However, the allyl alcohol gave only trace conversion of the starting material. The organic fraction after FSPE was mostly starting material. These results are summarized in Table 7.

後処理

  1. additionOnce again, the standard mode of addition

出典と根拠

ORDレコード
ord-41a99d97be5e482e8c5bb07a1cfdf604
出典データセット
uspto-grants-2004_10
特許番号
US06806357B1

関連ノート

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