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4-Methyloxybenzyl chloride → S-p-methoxybenzyl-D-cysteine

HRID 744886
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HRID 744886 반응식
[N+](C1C=CC(COC(N2C[C@@H](S)C[C@H]2C(N2CCN(C(=O)CSC[C@H](C(OCC3C=CC([N+]([O-])=O)=CC=3)=O)NC(OCC3C=CC([N+]([O-])=O)=CC=3)=O)CC2)=O)=O)=CC=1)([O-])=O.Cl.[NH2:62][C@@H:63]([C:66]([OH:68])=[O:67])[CH2:64][SH:65].[CH3:69][O:70][C:71]1[CH:78]=[CH:77][C:74]([CH2:75]Cl)=[CH:73][CH:72]=1>[OH-].[Na+]>[CH3:69][O:70][C:71]1[CH:78]=[CH:77][C:74]([CH2:75][S:65][CH2:64][C@H:63]([C:66]([OH:68])=[O:67])[NH2:62])=[CH:73][CH:72]=1
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참가 물질

5

반응물 3

HCID 699934-Methyloxybenzyl chlorideHCID 147419D-Cysteine hydrochlorideHCID 56997100(2S,4S)-1-(p-nitrobenzyloxycarbonyl)-2-(4-(2-((2S)-2-(p-nitrobenzyloxycarbonyl)-2-(p-nitrobenzyloxycarbonylamino) ethylthio)acetyl)piperazine-1-yl)carbonyl-4-mercaptopyrrolidine

생성물 1

HCID 7019697S-p-methoxybenzyl-D-cysteine

시약·촉매·용매 1

HCID 14798
Sodium Hydroxide
용매

실험 절차

(2S,4S)-1-(p-nitrobenzyloxycarbonyl)-2-(4-(2-((2S)-2-(p-nitrobenzyloxycarbonyl) -2-(p-nitrobenzyloxycarbonylamino) ethylthio)acetyl)piperazine-1-yl)carbonyl-4-mercaptopyrrolidine ##STR13## 1) To 5.05 g of D-cysteine hydrochloride dissolved in 4N sodium hydroxide and cooled on an ice bath was added dropwise 9.39 ml of p-methoxybenzyl chloride, followed by 2 hours of stirring at room temperature. The resulting reaction solution was washed with ether and acidified with concentrated hydrochloric acid, and a crystal was collected by filtration to yield 7.78 g of S-p-methoxybenzyl-D-cysteine in the form of pale yellow crystals.

후처리

  1. temperaturecooled on an ice bath
  2. customThe resulting reaction solution
  3. washwas washed with ether
  4. filtrationa crystal was collected by filtration

출처 및 근거

ORD 기록
ord-ece2765d9a16442c9fde8aee0ba095e5
출처 데이터셋
uspto-grants-1996_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05559224

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