Acetic Acid → HCID 178455938, compound

HRID 1282961Notes

Reaction equation

HRID 1282961 reaction equation
[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([NH:9][C@H:10]([C:21]([N:23]1[CH2:79][CH2:78][CH2:77][C@H:24]1[C:25]([NH:27][C@H:28]([C:36]([N:38]1[CH2:76][CH2:75][CH2:74][C@H:39]1[C:40]([NH:42][C@H:43]([C:49]([NH:51][C@H:52]([C:57]([N:59]1[CH2:73][CH2:72][CH2:71][C@H:60]1[C:61]([N:63]1[CH2:70][CH2:69][CH2:68][C@H:64]1[C:65]([OH:67])=[O:66])=[O:62])=[O:58])[C@H:53]([CH2:55][CH3:56])[CH3:54])=[O:50])[CH2:44][CH2:45][C:46](=[O:48])[NH2:47])=[O:41])=[O:37])[CH2:29][CH2:30][CH2:31][NH:32][C:33](=[NH:35])[NH2:34])=[O:26])=[O:22])[CH2:11][C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:14][CH:13]=1)=[O:8].[N+](=[CH2:82])=[N-].C(O)(=O)C>CO>[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([NH:9][C@H:10]([C:21]([N:23]1[CH2:79][CH2:78][CH2:77][C@H:24]1[C:25]([NH:27][C@H:28]([C:36]([N:38]1[CH2:76][CH2:75][CH2:74][C@H:39]1[C:40]([NH:42][C@H:43]([C:49]([NH:51][C@H:52]([C:57]([N:59]1[CH2:73][CH2:72][CH2:71][C@H:60]1[C:61]([N:63]1[CH2:70][CH2:69][CH2:68][C@H:64]1[C:65]([O:67][CH3:82])=[O:66])=[O:62])=[O:58])[C@H:53]([CH2:55][CH3:56])[CH3:54])=[O:50])[CH2:44][CH2:45][C:46](=[O:48])[NH2:47])=[O:41])=[O:37])[CH2:29][CH2:30][CH2:31][NH:32][C:33](=[NH:34])[NH2:35])=[O:26])=[O:22])[CH2:11][C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:14][CH:13]=1)=[O:8]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 9550DiazomethaneHCID 178455937HCID 178455937, compound

Product 1

HCID 178455938HCID 178455938, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Pyroglutamyl-tryptophyl-prolyl-arginyl-prolyl-glutaminyl-isoleucyl-prolyl-proline (1.6 g) is dissolved in 80 ml of methanol. To this, excess ethereal diazomethane is added and the solution is kept for 7 hours at room temperature. Acetic acid is added to destroy the excess diazomethane and the resulting mixture is concentrated to dryness in vacuo.

Workup

  1. customto destroy the excess diazomethane
  2. concentrationthe resulting mixture is concentrated to dryness in vacuo

Sources & evidence

ORD record
ord-d833ec88638c453b8f1063f7b161eed8
Source dataset
uspto-grants-1976_08
Patent number
US03973006

Reaction notes

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