Sodium hydride → (2S)-1-t-Butoxycarbonyl-2-(4-methoxybenzylthiomethyl)pyrrolidine

HRID 5107

반응식

HRID 5107 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13]OS(C)(=O)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OC(N1CCC[C@H]1CO)=O)(C)(C)C.[CH3:33][O:34][C:35]1[CH:42]=[CH:41][C:38]([CH2:39][SH:40])=[CH:37][CH:36]=1.[H-].[Na+]>CN(C)C=O>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:13][S:40][CH2:39][C:38]1[CH:41]=[CH:42][C:35]([O:34][CH3:33])=[CH:36][CH:37]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

참가 물질

6

반응물 4

HCID 24758Sodium hydrideHCID 804074-Methoxy-alpha-toluenethiolHCID 643448(S)-(-)-N-Boc-prolinolHCID 10039261tert-butyl (2S)-2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate

생성물 1

HCID 54209413(2S)-1-t-Butoxycarbonyl-2-(4-methoxybenzylthiomethyl)pyrrolidine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

The procedure described in Preparation 5-(2) was repeated, but using 12.16 g of (2S)-1-t-butoxycarbonyl-2-methanesulfonyloxymethylpyrrolidine [prepared by the methanesulfonylation of (2S)-1-t-butoxycarbonyl-2-hydroxymethylpyrrolidine], 7.3 ml of 4-methoxybenzyl mercaptan and 2.3 g of sodium hydride (as a 55% w/w suspension in mineral oil) in 100 ml of dry dimethylformamide, to afford 13.93 g of the title compound as an oil.

후처리

  1. customThe procedure described in Preparation 5-(2)

출처 및 근거

ORD 기록
ord-af1ce96835f14d878c2d09702c43634d
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05242914

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