N-(tert-butoxycarbonyl)glycine → HCID 131726664, compound

HRID 1591809Notes

Reaction equation

[CH3:1][S:2]([O-:5])(=[O:4])=[O:3].[CH:6]([N:9]([CH:47]([CH3:49])[CH3:48])[C:10]([C:12]1[CH:44]=[CH:43][C:15]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21]C2C=CC3ON=C(NC([C@@H]([NH3+])CC4C=CC=CC=4)=O)C=3C=2)=[C:14]([O:45][CH3:46])[CH:13]=1)=[O:11])([CH3:8])[CH3:7].CS(O)(=O)=O.C(N(C(C)C)C(C1C=CC(OCCCCO[C:71]2[CH:72]=[CH:73][C:74]3[O:78][N:77]=[C:76]([NH:79][C:80]([NH2+:82][CH3:83])=[O:81])[C:75]=3[CH:84]=2)=C(OC)C=1)=O)(C)C.C(O[C:97]([NH:99][CH2:100]C(O)=O)=[O:98])(C)(C)C>>[CH3:1][S:2]([O-:5])(=[O:4])=[O:3].[CH:47]([N:9]([CH:6]([CH3:8])[CH3:7])[C:10]([C:12]1[CH:44]=[CH:43][C:15]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:72]2[CH:71]=[CH:84][C:75]3[C:76]([NH:79][C:80]([N:82]([CH2:83][CH2:10][C:12]4[CH:44]=[CH:43][CH:15]=[CH:14][CH:13]=4)[C:97]([NH2+:99][CH3:100])=[O:98])=[O:81])=[N:77][O:78][C:74]=3[CH:73]=2)=[C:14]([O:45][CH3:46])[CH:13]=1)=[O:11])([CH3:49])[CH3:48]

Participants

Reactant 3

HCID 78288N-(tert-butoxycarbonyl)glycine

HCID 86596204HCID 86596204, compound

HCID 87488292HCID 87488292, compound

Product 1

HCID 131726664HCID 131726664, compoundYield 80%

Procedure

(1S)-1-{5-[4-(4-diisopropylcarbamoyl-2-methoxy-phenoxy)-butoxy]-benzo[d]isoxazole-3-ylcarbamoyl}-2-phenyl-ethyl-ammonium methane sulfonic acid salt, the compound of EXAMPLE 3, was used as a starting material in place of {5-[4-(4-diisopropylcarbamoyl-2-methoxy-phenoxy)-butoxy]-benzo[d]isoxazole-3-ylcarbamoyl}-methyl-ammonium methane sulfonic acid used in the above EXAMPLE 6. According to the same method as in EXAMPLE 6, N-(t-butoxycarbonyl)glycine was used, the above title compound was obtained (yield: 80%).

Sources & evidence

ORD record: ord-fe2b629c61294aab94714cbce2d77240
Source dataset: uspto-grants-2007_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07291638B2

Reaction notes

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