Methyl[2-(pyridin-4-yl)ethyl]amine → (2E)-5-Amino-5-methylhex-2-enoic acid N-methyl-N-[(1R)-1-(N-methyl-N-{(1R)1-[N-methyl-(2-(4-pyridinyl)ethyl)carbamoyl]-2-phenylethyl}carbamoyl)-2-(2-naphthyl)ethyl]amide

HRID 413495Notes

Reaction equation

HRID 413495 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1.C(O[C:16]([N:18]([C@H:20]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[C:21]([OH:23])=O)[CH3:19])=[O:17])(C)(C)C.C(O[C:36]([N:38]([C@H:40]([CH2:44][C:45]1[CH:54]=[CH:53][C:52]2[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=2)[CH:46]=1)C(O)=O)[CH3:39])=[O:37])(C)(C)C.C(OC([NH:62][C:63]([CH3:71])([CH3:70])[CH2:64]/[CH:65]=[CH:66]/C(O)=O)=O)(C)(C)C>>[CH3:39][N:38]([C@@H:40]([C:16](=[O:17])[N:18]([CH3:19])[C@@H:20]([C:21](=[O:23])[N:2]([CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][CH:6]=1)[CH3:1])[CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[CH2:44][C:45]1[CH:54]=[CH:53][C:52]2[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=2)[CH:46]=1)[C:36](=[O:37])/[CH:66]=[CH:65]/[CH2:64][C:63]([NH2:62])([CH3:71])[CH3:70]

Participants

5

Reactant 4

HCID 143276Methyl[2-(pyridin-4-yl)ethyl]amineHCID 7015127N-Boc-N-methyl-D-phenylalanineHCID 10065151(2R)-2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-3-naphthalen-2-ylpropanoic acidHCID 10847814(2E)-5-(tert-Butyloxycarbonylamino)-5-methylhex-2-enoic acid

Product 1

HCID 9852273(2E)-5-Amino-5-methylhex-2-enoic acid N-methyl-N-[(1R)-1-(N-methyl-N-{(1R)1-[N-methyl-(2-(4-pyridinyl)ethyl)carbamoyl]-2-phenylethyl}carbamoyl)-2-(2-naphthyl)ethyl]amide

Procedure

The title compound was prepared as in example 1 (except from step 3, see below) using 4-[2-(Methylamino)ethyl]pyridin, (2R)-2-(N-(tert-Butoxycarbonyl)-N-methylamino)-3-phenylpropionic acid, (2R)-2-(N-(tert-butoxycarbonyl)-N-methylamino)-3-(2-naphthyl)propionic acid and (2E)-5-(tert-Butoxycarbonylamino)-5-methylhex-2-enoic acid.

Sources & evidence

ORD record
ord-e04ed25e12124a03b0a525cd351bb744
Source dataset
uspto-grants-2003_05
Patent number
US06566337B1

Reaction notes

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