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

HRID 393410

반응식

HRID 393410 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 22660067tert-Butyl methyl(tosyl)carbamate수율 85%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  1. additionOnce again, the standard mode of addition

출처 및 근거

ORD 기록
ord-41a99d97be5e482e8c5bb07a1cfdf604
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06806357B1

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