HCID 10600702, compound → HCID 9871635, compound

HRID 366099Notes

Reaction equation

CN(CCC1C=CC=CC=1)C(=O)[C@H](N(C(=O)/C=C/CC(N)(C)C)C)C[C:6]1[CH:15]=[CH:14][C:13]2[C:8](=CC=CC=2)[CH:7]=1.N1CCC[C@H]1CO[CH2:43][C:44]([N:46]([C@H:48]([CH2:65][C:66]1[CH:75]=CC2[C:68](=CC=CC=2)[CH:67]=1)[C:49]([NH:51][N:52]([CH2:58][C:59]1C=CC=[CH:61][CH:60]=1)[C:53]([NH:55][CH2:56][CH3:57])=[O:54])=[O:50])[CH3:47])=[O:45].NC(C)(C)COCC(N([C@H](CC1[CH:112]=[CH:111][C:110]2[C:105](=CC=C[CH:109]=2)C=1)C(NN(CC1C=CC=CC=1)C(NCC)=O)=O)C)=O.CN(CCC1C=CC=CC=1NS(C)(=O)=O)[C:117](=O)[C@H:118](N(C(=O)/C=C/CC(N)(C)C)C)[CH2:119]C1C=CC2C(=CC=CC=2)C=1.C[N:156](CCC1SC=CC=1)C(=O)[C@H](N(C(=O)/C=C/CC(N)(C)C)C)CC1C=CC2C(=CC=CC=2)C=1.NC(C)(C)C/C=C/C(N1[C@H](CC2C=CC3C(=CC=CC=3)C=2)CN([C@H](CC2C=CC=CC=2)C(NC)=O)C(=O)C1)=O.O[C@H](C)CNC(C)(C)C/C=C/C(N([C@H](CC1C=CC2C(=CC=CC=2)C=1)C(N(C)CCC1C=CC=CC=1)=O)C)=O.C(N(C[C@H](NC(=O)/C=C/CC(N)(C)C)CC1C=CC2C(=CC=CC=2)C=1)[C@@H](C(=O)NC)CC1C=CC=CC=1)(=O)C>>[NH2:156][C:110]([CH3:109])([CH3:105])[CH2:111]/[CH:112]=[CH:43]/[C:44]([N:46]([C@H:48]([CH2:65][C:66]1[CH:67]=[CH:68][C:8]2[C:13](=[CH:14][CH:15]=[CH:6][CH:7]=2)[CH:75]=1)[C:49]([NH:51][N:52]([CH2:58][C:59]1[CH:119]=[CH:118][CH:117]=[CH:61][CH:60]=1)[C:53]([NH:55][CH2:56][CH3:57])=[O:54])=[O:50])[CH3:47])=[O:45]

Participants

Reactant 8

HCID 10600702HCID 10600702, compound2×

HCID 10720961HCID 10720961, compound

HCID 10745533HCID 10745533, compound

HCID 10838154HCID 10838154, compound

HCID 21310208HCID 21310208, compound

HCID 54003108HCID 54003108, compound

HCID 59965077HCID 59965077, compound

HCID 70153478HCID 70153478, compound

Product 1

HCID 9871635HCID 9871635, compound

Procedure

##STR64## (2R)-2-(N-((2E)-5-Amino-5-methylhex-2-enoyl)-N-methylamino)-3-(2-naphthyl)propionic acid N-methyl-N-phenethylamide: ##STR65## 1-((2R)-2-(N-(2-(((2S)-pyrrolidin-2yl)methoxy)acetyl)-N-methylamino)-3-(2-naphthyl)propionyl)-2-benzyl-4-ethylsemicarbazide: ##STR66## (1-((2R)-2-(N-((2-amino-2-methylpropoxy)acetyl)-N-methylamino)-3-(2-naphthyl)propionyl)-2-benzyl-4-ethylsemicarbazide: ##STR67## (2R)-2-(N-((2E)-5-Amino-5-methylhex-2-enoyl)-N-methylamino)-3-(2-naphthyl)propionic acid N-methyl-N-(2-(2-(methylsulfonylamino)phenyl)ethyl)amide: ##STR68## (2R)-2-(N-((2E)-5-Amino-5-methylhex-2-enoyl)-N-methylamino)-3-(2-naphthyl)propionic acid N-methyl-N-(2-(2-thienyl)ethyl)amide: ##STR69## (2R)-2-((5R)-4-((2E)-5-Amino-5-methylhex-2-enoyl)-5-(2-naphthyl)methyl-2-oxopiperazin-1-yl)-N-methyl-3-phenylpropionamide: ##STR70## (2R)-2-(N-((2E)-5-((2R)-2-hydroxypropylamino)-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-phenethylpropionamide: ##STR71## (2E)-5-Amino-5-methylhex-2-enoic acid N-((1 R)-2-(N-acetyl-N-((1R)-1-(methylcarbamoyl)-2-phenylethyl)amino)-1-((2-naphthyl)methyl)ethyl)amide: ##STR72## (2E)-5-Amino-5-methyl-N-methyl-N-((1R)-1-(N-methyl-N-(2-(2-thienyl)ethyl)carbamoyl)-2-(2-naphthyl)ethyl)hex-2-enamide ##STR73## (2E)-5-Methyl-5-(methylamino)-N-methyl-N-((1 R)-1-(N-methyl-N-(2-(2-thienyl)ethyl)carbamoyl)-2-(2-naphthyl)ethyl)hex-2-enamide ##STR74## (2E)-5-Amino-5-methylhex-2-enoic acid N-methyl-N-((1R)-1-(N-methyl-N-(3-phenylpropyl)carbamoyl)-2-(2-naphthyl)ethyl)amide ##STR75## (2R)-2-(N-(3-(1-Aminoethyl)benzoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-(2-(2-thienyl)ethyl)propionamide ##STR76## (2E)-5-Amino-5-methylhex-2-enoic acid N-((1R)-2-(1,2,3,4-tetrahydroisoquinolin-2-yl)-1-((2-naphthyl)methyl)-2-oxoethyl)-N-methylamide ##STR77## (2E)-5-Methyl-N-methyl-5-(methylamino)-N-((1R)-1-(N-methyl-N-phenethylcarbamoyl)-2-(2-naphthyl)ethyl)hex-2-enamide ##STR78## (2R)-2-(N-((2E)-5-Amino-5-methyl hex-2-enoyl)-N-methylamino)-N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methyl-3-(2-naphthyl)propionamide ##STR79## (2R)-2-(N-((2E)-5-Amino-5-methylhex-2-enoyl)-N-methylamino)-N-methyl-3-(2-naphthyl)-N-(2-(2-methylsulfonylaminophenyl)ethyl)propionamide ##STR80## (2E)-5-Amino-N-((1R)-2-(biphenyl-4-yl)-1-(N-methyl-N-(2-(2-thienyl)ethyl)carbamoyl)ethyl)-5-methyl-N-methylhex-2-enamide ##STR81## (2E)-N-((1R)-1-(N-(2-(2-(2-Hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methyl-5-methyl-5-(methylamino)hex-2-enamide ##STR82## 3-Aminomethyl-N-[(1R)-1-(N-{2-[2-(2-hydroxyethoxy)phenyl]ethyl}-N-methylcarbamoyl)-2-(2-naphthyl)ethyl]benzamide ##STR83## (2E)-5-Amino-5-methylhex-2-enoic acid N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)amide ##STR84## (2E)-5-Amino-5-methylhex-2-enoic acid N-((1R)-1-{N-[2-(2-(benzenesulfonylamino)phenyl)ethyl]-N-methylcarbamoyl}-2-(2-naphthyl)ethyl)-N-methylamide ##STR85## 2-Amino-N-(2-(2-(N-((2R)-2-(N-((2E)-5-Amino-5-methylhex-2-enoyl)-N-methylamino)-3-(2-naphthyl)propionyl)-N-methylamino)ethyl)phenyl)acetamide ##STR86## (2R)-2-(N-((2E)-5-Amino-5-methylhex-2-enoyl)-N-methylamino)-N-(2-(2-(3-hydroxypropoxy)phenyl)ethyl)-N-methyl-3-(2-naphthyl)propionamide ##STR87## 3-Aminomethyl-N-[(1R)-1-(N-{2-[2-(2-hydroxyethoxy)phenyl]ethyl}-N-methylcarbamoyl)-2-(2-naphthyl)ethyl]benzamide ##STR88## (2)-E)-5-Amino-5-methylhex-2-enoic acid N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbomoyl)-2-(2-naphthyl)ethyl)-N-methylamide ##STR89## (3R)-4-((2E)-5-Amino-5-methylhex-2-enoyl)-3-((2-naphthyl)methyl)-1-phenethylpiperazin-2-one ##STR90##

Sources & evidence

ORD record: ord-de67de0c74a04594b0b60b71c003b890
Source dataset: uspto-grants-2000_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06127354

Reaction notes

Loading…