Tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenylsilane → HCID 10231359, compound

HRID 396021Notes

Reaction equation

NCCC1C=CC(S(C2CCN(C(NCCCCCC)=O)CC2)(=O)=O)=CC=1.[Si]([O:45][C:46]1[CH:83]=[CH:82][C:49]([O:50][CH2:51][C@@H:52]([OH:81])[CH2:53][NH:54][CH2:55][CH2:56][C:57]2[CH:62]=[CH:61][C:60]([S:63]([CH:66]3[CH2:71][CH2:70][N:69]([C:72]([NH:74][CH2:75][CH2:76][CH2:77][CH2:78][CH2:79][CH3:80])=[O:73])[CH2:68][CH2:67]3)(=[O:65])=[O:64])=[CH:59][CH:58]=2)=[CH:48][CH:47]=1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.C([Si](OC1C=CC(OCC2CO2)=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)(C)(C)C>>[CH2:75]([NH:74][C:72]([N:69]1[CH2:68][CH2:67][CH:66]([S:63]([C:60]2[CH:61]=[CH:62][C:57]([CH2:56][CH2:55][NH:54][CH2:53][C@H:52]([OH:81])[CH2:51][O:50][C:49]3[CH:48]=[CH:47][C:46]([OH:45])=[CH:83][CH:82]=3)=[CH:58][CH:59]=2)(=[O:65])=[O:64])[CH2:71][CH2:70]1)=[O:73])[CH2:76][CH2:77][CH2:78][CH2:79][CH3:80]

Participants

Reactant 2

HCID 12045564Tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenylsilane

HCID 86587233HCID 86587233, compound

Product 1

HCID 10231359HCID 10231359, compoundYield 24.3%

Procedure

4-{[4-(2-{[(2S)-3-(4-{[tert-butyl(diphenyl)silyl]oxy}phenoxy)-2-hydroxypropyl]amino}ethyl)phenyl]sulfonyl}-N-hexyl-1-piperidinecarboxamide 4-{[4-(2-aminoethyl)phenyl]sulfonyl}-N-hexyl-1-piperidinecarboxamide (0.53 g, 1.34 mmol) was reacted with tert-butyl-(4-oxiranylmethoxy-phenoxy)-diphenylsilane (0.461 g, 1.14 mmol) according to Procedure G to give the title compound (eluant: 20:1 chloroform-methanol) (0.260 g, 0.325 mmol).

Sources & evidence

ORD record: ord-6dc25ab61868419b952fa522d214020e
Source dataset: uspto-grants-2003_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06605618B2

Reaction notes

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