Methylamine → HCID 178445985, compound

HRID 65357Notes

Reaction equation

HRID 65357 reaction equation
[NH:1]([C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18])[C@H:2]([C:7]([NH:9][C@H:10]([C:14]([OH:16])=O)[CH:11]([CH3:13])C)=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].[CH3:27][NH-:28].[NH:29](C(OCC1C=CC=CC=1)=O)[C@H:30]([C:35]([NH:37][C@H:38]([C:42]([OH:44])=[O:43])[CH:39]([CH3:41])[CH3:40])=[O:36])[CH2:31][CH:32]([CH3:34])[CH3:33].C1C=[CH:57][C:58]2N(O)N=N[C:59]=2C=1.C1CC[CH:68]([N:71]=[C:72]=[N:73]C2CCCCC2)CC1.CN>CN(C=O)C>[NH:1]([C:17]([O:19][CH2:20][C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)=[O:18])[C@H:2]([C:7]([NH:9][C@H:10]([C:14]([NH:29][C@H:30]([C:35]([NH:37][C@H:38]([C:42]([OH:44])=[O:43])[CH:39]([CH3:40])[CH3:41])=[O:36])[CH2:31][CH:32]([CH3:33])[CH3:34])=[O:16])[CH2:11][C:13]1[N:73]=[CH:72][NH:71][CH:68]=1)=[O:8])[CH2:3][C:4]1[CH:5]=[CH:57][CH:58]=[CH:59][CH:6]=1.[CH3:27][NH-:28]

Participants

7

Reactant 5

HCID 6329MethylamineHCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 14488993N-[(Phenylmethoxy)carbonyl]-L-leucyl-L-valineHCID 131714883HCID 131714883, compound

Product 1

HCID 178445985HCID 178445985, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Z-Leu-Val-methyl amide: A mixture of 100 mg of Z-Leu-Val-OH (Example 1e), 2 ml of DMF, 49 mg of HOBt and 66 mg of DCCI is left to stand at 0° for 24 hours. An excess of methylamine is added to the mixture and the whole is stirred for 2 hours at 0° and for 2 hours at room temperature. The title compound is obtained in the form of a colourless oil after flash chromatography with system N3. Rf (N7)=0.55.

Workup

  1. waitis left

Sources & evidence

ORD record
ord-b530877672bb40398e6c59f1a43ac3a5
Source dataset
uspto-grants-1986_09
Patent number
US04613676

Reaction notes

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