Ethylamine → HCID 54536423, compound

HRID 442237Notes

Reaction equation

HRID 442237 reaction equation
C[O:2][C:3](=O)[C@H:4]([CH2:60][O:61][CH2:62][C:63]1[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=1)[NH:5][C:6](=[O:59])[C@H:7]([CH2:44][C:45]1[CH:50]=[CH:49][C:48]([O:51][CH2:52][C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)=[CH:47][CH:46]=1)[NH:8][C:9](=[O:43])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:42])[C@@H:16]1[CH2:20][CH2:19][CH2:18][N:17]1[C:21](=[O:41])[C@H:22]([CH2:31][C:32]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[NH:34][CH:33]=1)[NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25].[CH2:70]([NH2:72])[CH3:71]>CO>[CH2:70]([NH:72][C:3](=[O:2])[C@H:4]([CH2:60][O:61][CH2:62][C:63]1[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=1)[NH:5][C:6](=[O:59])[C@H:7]([CH2:44][C:45]1[CH:46]=[CH:47][C:48]([O:51][CH2:52][C:53]2[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=2)=[CH:49][CH:50]=1)[NH:8][C:9](=[O:43])[C@@H:10]1[CH2:14][CH2:13][CH2:12][N:11]1[C:15](=[O:42])[C@@H:16]1[CH2:20][CH2:19][CH2:18][N:17]1[C:21](=[O:41])[C@H:22]([CH2:31][C:32]1[C:40]2[C:35](=[CH:36][CH:37]=[CH:38][CH:39]=2)[NH:34][CH:33]=1)[NH:23][C:24]([O:26][C:27]([CH3:30])([CH3:28])[CH3:29])=[O:25])[CH3:71]

Participants

4

Reactant 2

HCID 6341EthylamineHCID 54311645HCID 54311645, compound

Product 1

HCID 54536423HCID 54536423, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Nα -t-Butoxycarbonyl-L-tryptophyl-L-prolyl-L-prolyl-O-benzyl-L-tyrosyl-O-benzyl-L-serine methyl ester, 1.0 g., is dissolved in 50 ml. of a mixture of methyl alcohol and ethylamine (50:50). The solution is let stand at room temperature for one day. After removal of the solvent, the crude product is purified by chromatography over silica gel in ethyl acetate-methanol (90:10) solution to give 0.6 g. of the above named product as a white glass [α]D23 -70° (c. 1.02 in methanol).

Workup

  1. dissolution, is dissolved in 50 ml
  2. customat room temperature
  3. customfor one day
  4. customAfter removal of the solvent
  5. customthe crude product is purified by chromatography over silica gel in ethyl acetate-methanol (90:10) solution
  6. customto give 0.6 g

Sources & evidence

ORD record
ord-c8040608f941457f87c61aa5adae206b
Source dataset
uspto-grants-1977_08
Patent number
US04043993

Reaction notes

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