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Citric Acid → Z-Thr(tBu)-Tyr(tBu)-Thr(tBu)-Gln-Asp(OtBu)-Phe-OCH3

HRID 971545
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인쇄 미리보기

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HRID 971545 반응식
[NH:1]([C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[C@H:2]([C:10]([OH:12])=O)[C@@H:3]([CH3:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6].[CH3:23]CCCC(F)(F)C(O)CC[C@@H]1[C@@H](CCCCCCC(O)=O)C(=O)C[C@H]1O.C1CCC(NC2CCCCC2)CC1.C(O)(=O)CC(CC(O)=O)(C(O)=O)O.[NH2:76][C@H:77]([C:90]([NH:92][C@H:93]([C:101]([NH:103][C@H:104]([C:110]([NH:112][C@H:113]([C:122]([NH:124][C@H:125]([C:133]([OH:135])=[O:134])[CH2:126][C:127]1[CH:132]=[CH:131][CH:130]=[CH:129][CH:128]=1)=[O:123])[CH2:114][C:115](=[O:121])[O:116][C:117]([CH3:120])([CH3:119])[CH3:118])=[O:111])[CH2:105][CH2:106][C:107](=[O:109])[NH2:108])=[O:102])[C@@H:94]([CH3:100])[O:95][C:96]([CH3:99])([CH3:98])[CH3:97])=[O:91])[CH2:78][C:79]1[CH:84]=[CH:83][C:82]([O:85][C:86]([CH3:89])([CH3:88])[CH3:87])=[CH:81][CH:80]=1>C(OCC)(=O)C.C(#N)C>[NH:1]([C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:14])[C@H:2]([C:10]([NH:76][C@H:77]([C:90]([NH:92][C@H:93]([C:101]([NH:103][C@H:104]([C:110]([NH:112][C@H:113]([C:122]([NH:124][C@H:125]([C:133]([O:135][CH3:23])=[O:134])[CH2:126][C:127]1[CH:132]=[CH:131][CH:130]=[CH:129][CH:128]=1)=[O:123])[CH2:114][C:115](=[O:121])[O:116][C:117]([CH3:118])([CH3:119])[CH3:120])=[O:111])[CH2:105][CH2:106][C:107](=[O:109])[NH2:108])=[O:102])[C@@H:94]([CH3:100])[O:95][C:96]([CH3:97])([CH3:98])[CH3:99])=[O:91])[CH2:78][C:79]1[CH:80]=[CH:81][C:82]([O:85][C:86]([CH3:87])([CH3:88])[CH3:89])=[CH:83][CH:84]=1)=[O:12])[C@@H:3]([CH3:9])[O:4][C:5]([CH3:6])([CH3:7])[CH3:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 311Citric AcidHCID 7018812(2S,3R)-2-(((Benzyloxy)carbonyl)amino)-3-(tert-butoxy)butanoic acid2회HCID 7174909515-Hydroxy Lubiprostone Dicyclohexylammonium SaltHCID 131711567H-Tyr(tBu)-Thr(tBu)-Gln-Asp(OtBu)-Phe

생성물 1

HCID 131711566
Z-Thr(tBu)-Tyr(tBu)-Thr(tBu)-Gln-Asp(OtBu)-Phe-OCH3

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

The acid is liberated from 2.85 g of Z-Thr(tBu)-OH.dicyclohexylammonium salt in ethyl acetate by means of citric acid as described under 23 and the resulting oil consisting of Z-Thr(tBu)-OH is stirred with 3.33 g of H-Tyr(tBu)-Thr(tBu)-Gln-Asp(OtBu)-Phe-OCH 3 in 80 ml of acetonitrile at room temperature. 1.20 g of dicyclohexylcarbodiimde are added thereto in the solid form and the mixture is stirred for 23 hours at room temperature. After filtering off the precipitated dicyclohexylurea, which is washed with three portions of acetonitrile each of 7 ml, the solution is evaporated in vacuo and the residue is three times precipitated from ethyl acetate/alcohol solution by means of petroleum ether.

후처리

  1. addition1.20 g of dicyclohexylcarbodiimde are added
  2. filtrationAfter filtering off the precipitated dicyclohexylurea, which
  3. washis washed with three portions of acetonitrile each of 7 ml
  4. customthe solution is evaporated in vacuo
  5. customprecipitated from ethyl acetate/alcohol solution by means of petroleum ether

출처 및 근거

ORD 기록
ord-180f94b7c41c4d3ca34899414c115989
출처 데이터셋
uspto-grants-1979_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04159981

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