Triethylamine → HCID 131711303, compound

HRID 1112336Notes

Reaction equation

HRID 1112336 reaction equation
C(N(CC)CC)C.N1CCC[C@H]1C(N[C@H](C([NH:17][C@H:18]([C:26]([O:28][CH3:29])=[O:27])[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=O)C)=O.Cl.[N:34]1([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[CH2:41][CH2:40][CH2:39][C@H:35]1[C:36]([OH:38])=[O:37]>O1CCCC1>[C:45]([O:44][C:42]([N:34]1[CH2:41][CH2:40][CH2:39][C@H:35]1[C:36]([OH:38])=[O:37])=[O:43])([CH3:48])([CH3:46])[CH3:47].[NH:34]1[CH2:41][CH2:40][CH2:39][C@H:35]1[C:36]([OH:38])=[O:37].[NH2:17][C@H:18]([C:26]([OH:28])=[O:27])[CH3:19].[CH3:29][O:28][C:26](=[O:27])[C@H:18]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[NH2:17]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 131711304HCID 131711304, compound

Product 1

HCID 131711303HCID 131711303, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
20 °C

Procedure

341 mg of triethylamine are added to a mixture of 500 mg of Pro-Ala-Phe-OMe.HCl D 4 and 647 mg of Boc-Pro≈SO2 in 20 ml of absolute tetrahydrofuran whereupon the mixture develops a deep red coloration. It is stirred for 1 hour at 20° C. The pale yellow mixture is then worked up as described in Example D 1.

Sources & evidence

ORD record
ord-125ac667413d4a6084d70a73df307400
Source dataset
uspto-grants-1978_10
Patent number
US04122090

Reaction notes

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