Hydrochloric Acid → HCID 131711302, compound

HRID 1112335Notes

Reaction equation

HRID 1112335 reaction equation
C(N(CC)CC)C.N[C@H](C([NH:13][C@H:14]([C:22]([O:24][CH3:25])=[O:23])[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=O)C.Cl.[N:27]1([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:34][CH2:33][CH2:32][C@H:28]1[C:29]([OH:31])=[O:30]>O1CCCC1>[C:38]([O:37][C:35]([N:27]1[CH2:34][CH2:33][CH2:32][C@H:28]1[C:29]([OH:31])=[O:30])=[O:36])([CH3:41])([CH3:39])[CH3:40].[NH2:13][C@H:14]([C:22]([OH:24])=[O:23])[CH3:15].[CH3:25][O:24][C:22](=[O:23])[C@H:14]([CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[NH2:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 12988705Alanylphenylalanine methyl ester

Product 1

HCID 131711302HCID 131711302, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
20 °C

Procedure

447 mg of triethylamine are added to a mixture of 488 mg of Ala-Phe-OMe. HCl D 2 and 845 mg of Boc-Pro≈SO2 in 20 ml of absolute tetrahydrofuran, whereupon the color of the mixture becomes deep red. The mixture is stirred for 1 hour at 20° C. The pale yellow mixture is then worked up as described in Example D 1 and the product is digested with petroleum ether.

Sources & evidence

ORD record
ord-adb1123f37624eada19f7ab868dc34fe
Source dataset
uspto-grants-1978_10
Patent number
US04122090

Reaction notes

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