Hydrochloric Acid → HCID 131719045, compound

HRID 1647911Notes

Reaction equation

HRID 1647911 reaction equation
C(N1CCOCC1)C.C1CCC(N=C=NC2CCCCC2)CC1.[NH:24]([C:36]([O:38][CH2:39][CH:40]1[C:52]2[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=2)[C:46]2[C:41]1=[CH:42][CH:43]=[CH:44][CH:45]=2)=[O:37])[C@@H:25]([C:33]([OH:35])=O)[CH2:26][C:27]1[CH:32]=[N:31][CH:30]=[CH:29][CH:28]=1.Cl.[NH2:54][C@H:55]([C:62]([NH:64][C@H:65]([C:78]([O:80][C:81]([CH3:84])([CH3:83])[CH3:82])=[O:79])[CH2:66][C:67]1[CH:72]=[CH:71][C:70]([O:73][C:74]([CH3:77])([CH3:76])[CH3:75])=[CH:69][CH:68]=1)=[O:63])[CH2:56][O:57][C:58]([CH3:61])([CH3:60])[CH3:59].C1C=CC2N(O)N=NC=2C=1>CN(C)C=O>[NH:24]([C:36]([O:38][CH2:39][CH:40]1[C:52]2[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=2)[C:46]2[C:41]1=[CH:42][CH:43]=[CH:44][CH:45]=2)=[O:37])[C@@H:25]([C:33]([NH:54][C@H:55]([C:62]([NH:64][C@H:65]([C:78]([O:80][C:81]([CH3:84])([CH3:83])[CH3:82])=[O:79])[CH2:66][C:67]1[CH:72]=[CH:71][C:70]([O:73][C:74]([CH3:76])([CH3:75])[CH3:77])=[CH:69][CH:68]=1)=[O:63])[CH2:56][O:57][C:58]([CH3:60])([CH3:61])[CH3:59])=[O:35])[CH2:26][C:27]1[CH:32]=[N:31][CH:30]=[CH:29][CH:28]=1

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 7525EthylmorpholineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 2734472142994-45-4HCID 131719046HCID 131719046, compound

Product 1

HCID 131719045HCID 131719045, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

1.3 ml of ethylmorpholine and 2.2 g of DCC are added to a stirred solution of 3.88 g of Fmoc-D-Pal-OH (10 mmol), 4.73 g of HCl.H-Ser(tBu)-Tyr(tBu)-OtBu and 1.35 g of HOBt in 40 ml of dimethylformamide at 0° C. The mixture is stirred at 0° C. for 1 hour and left to stand at room temperature overnight. The precipitate is filtered off with suction and the residue is dissolved in ethyl acetate. The solution is extracted successively with water, saturated NaHCO3 solution, KHSO4 buffer and water, dried over sodium sulfate and concentrated.

Workup

  1. customat 0° C
  2. waitleft
  3. waitto stand at room temperature overnight
  4. filtrationThe precipitate is filtered off with suction
  5. dissolutionthe residue is dissolved in ethyl acetate
  6. extractionThe solution is extracted successively with water, saturated NaHCO3 solution, KHSO4 buffer and water
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-9038b7c1b58e40458d2c5c72aab8d5ac
Source dataset
uspto-grants-1995_07
Patent number
US05434138

Reaction notes

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