Trifluoroacetic acid → HCID 131712421, compound

HRID 1578160Notes

Reaction equation

HRID 1578160 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:13]([NH:15][C@H:16]([C:21]([NH:23][C@H:24]([C:29]([NH:31][C@H:32]([C:40]([NH:42][C@H:43]([C:51]([O:53][CH3:54])=[O:52])[CH2:44][C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1)=[O:41])[CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[O:30])[CH2:25][C:26](=[O:28])[NH2:27])=[O:22])[CH2:17][CH2:18][CH2:19][CH3:20])=[O:14])[CH2:3][S:4][CH2:5][C:6]1[CH:12]=[CH:11][C:9]([CH3:10])=[CH:8][CH:7]=1.C1(SC)C=CC=CC=1.[F:70][C:71]([F:76])([F:75])[C:72]([OH:74])=[O:73]>C(Cl)Cl>[NH2:1][C@H:2]([C:13]([NH:15][C@H:16]([C:21]([NH:23][C@H:24]([C:29]([NH:31][C@H:32]([C:40]([NH:42][C@H:43]([C:51]([O:53][CH3:54])=[O:52])[CH2:44][C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1)=[O:41])[CH2:33][C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)=[O:30])[CH2:25][C:26](=[O:28])[NH2:27])=[O:22])[CH2:17][CH2:18][CH2:19][CH3:20])=[O:14])[CH2:3][S:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([CH3:10])=[CH:11][CH:12]=1.[F:70][C:71]([C:72]([OH:74])=[O:73])([F:76])[F:75]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7520ThioanisoleHCID 131712423HCID 131712423, compound

Product 1

HCID 131712421HCID 131712421, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10 g of BOC-Cys(MBzl)-Nle-Asn-Phe-Phe-OMe and 13.5 ml of thioanisole in 10 ml of CH2Cl2 are dissolved in 180 ml of trifluoroacetic acid and allowed to stand for 50 minutes at room temperature. Precipitation is effected by the addition of ether. After filtration, washing with ether and drying there is obtained H-Cys(MBzl)-Nle-Asn-Phe-Phe-OMe.trifluoroacetate.

Workup

  1. customPrecipitation
  2. additionis effected by the addition of ether
  3. filtrationAfter filtration
  4. washwashing with ether
  5. customdrying there

Sources & evidence

ORD record
ord-4e2dd20589b149ddadec27bd19afa595
Source dataset
uspto-grants-1981_09
Patent number
US04291022

Reaction notes

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