Boc-DL-valine → HCID 69015097, compound

HRID 1455052Notes

Reaction equation

HRID 1455052 reaction equation
[C:1]1([CH:7]2[CH2:16][CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[C:12]([O:17][C:18]4[N:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=4)[CH:13]=3)[O:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1CCC(C(O)=O)CC1.Cl.N[C@@H](C)C(NC1C=NC(OC2C=C3C(=CC=2)OC(C2C=CC=CC=2)CC3)=CC=1)=O.Cl.N[C@H](C)C(NC1C=NC(OC2C=C3C(=CC=2)OC(C2C=CC=CC=2)CC3)=CC=1)=O.C(OC([NH:101][CH:102]([CH:106]([CH3:108])[CH3:107])[C:103](O)=[O:104])=O)(C)(C)C>>[NH2:101][CH:102]([CH:106]([CH3:108])[CH3:107])[C:103]([NH:24][C:21]1[CH:22]=[N:23][C:18]([O:17][C:12]2[CH:13]=[C:14]3[C:9](=[CH:10][CH:11]=2)[O:8][CH:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:16][CH2:15]3)=[CH:19][CH:20]=1)=[O:104]

Participants

5

Reactant 4

HCID 270655Boc-DL-valineHCID 69016539HCID 69016539, compoundHCID 69018786HCID 69018786, compoundHCID 86608644HCID 86608644, compound

Product 1

HCID 69015097HCID 69015097, compound

Procedure

2-Amino-3-methyl-N-[6-(2-phenylchroman-6-yloxy)pyridin-3-yl]butyramide and its derivatives were prepared as described for piperidine-4-carboxylic acid [6-(2-phenylchroman-6-yloxy)pyridine-3-yl]amine in Example 19 a) and b) but replacing N-(tert-butoxycarbonyl)isonipecotic acid with (S), (R) or (SR)-2-tert-butoxycarbonylamino-3-methylbutyric acid.

Sources & evidence

ORD record
ord-482205a068f34054a2354702757df467
Source dataset
uspto-grants-2009_01
Patent number
US07482340B2

Reaction notes

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