Triethylamine → HCID 131711308, compound

HRID 1112339Notes

Reaction equation

HRID 1112339 reaction equation
C(N(CC)CC)C.N1CCC[C@H]1C(N[C@H](C([NH:23][C@H:24]([C:32]([O:34][CH3:35])=[O:33])[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=O)CC1C=CC=CC=1)=O.Cl.[N:40]1([C:48]([O:50][C:51]([CH3:54])([CH3:53])[CH3:52])=[O:49])[CH2:47][CH2:46][CH2:45][C@H:41]1[C:42]([OH:44])=[O:43]>O1CCCC1>[C:51]([O:50][C:48]([N:40]1[CH2:47][CH2:46][CH2:45][C@H:41]1[C:42]([OH:44])=[O:43])=[O:49])([CH3:54])([CH3:52])[CH3:53].[NH:40]1[CH2:47][CH2:46][CH2:45][C@H:41]1[C:42]([OH:44])=[O:43].[NH2:23][C@H:24]([C:32]([OH:34])=[O:33])[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[CH3:35][O:34][C:32](=[O:33])[C@H:24]([CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[NH2:23]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 131711309HCID 131711309, compound

Product 1

HCID 131711308HCID 131711308, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
20 °C

Procedure

552 mg of triethylamine are added to a mixture of 965 mg of Pro-Phe-Phe-OMe.HCl D 12 and 1,044 mg of Boc-Pro≈SO2 in 20 ml of absolute tetrahydrofuran, whereupon the mixture develops a deep red coloration. It is stirred for 1.5 hours at 20° C. The pale yellow mixture is then worked up as described in Example D 1.

Sources & evidence

ORD record
ord-d29d282af6494944ad36bfbec5bee4f0
Source dataset
uspto-grants-1978_10
Patent number
US04122090

Reaction notes

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