HCID 67001303, compound → HCID 178461663, compound

HRID 561996Notes

Reaction equation

C(O[C:6]([NH:8][C@H:9]([C:13]1[CH:18]=[CH:17][C:16]([O:19][CH:20]([CH2:23][OH:24])[CH2:21][OH:22])=[CH:15][CH:14]=1)[C:10]([OH:12])=O)=[O:7])(C)(C)C.C1(C[C@H]2NC(=O)N([C@H](C3NC(C4C=CC(I)=CC=4F)=C(C)N=3)[C@H](C3C=CC=CC=3)C)C2=O)CC1.N[C@H](C1C=CC(OC(CO)CO)=CC=1)C([NH:63][C@H:64]([C:73]1[NH:74][C:75]([C:79]2[CH:84]=[CH:83][C:82]([I:85])=[CH:81][C:80]=2[F:86])=[C:76]([Cl:78])[N:77]=1)[C@H:65]([C:67]1[CH:72]=[CH:71][CH:70]=[CH:69][CH:68]=1)[CH3:66])=O>>[Cl:78][C:76]1[N:77]=[C:73]([C@@H:64]([N:63]2[C:10](=[O:12])[C@@H:9]([C:13]3[CH:14]=[CH:15][C:16]([O:19][CH:20]([CH2:21][OH:22])[CH2:23][OH:24])=[CH:17][CH:18]=3)[NH:8][C:6]2=[O:7])[C@H:65]([C:67]2[CH:68]=[CH:69][CH:70]=[CH:71][CH:72]=2)[CH3:66])[NH:74][C:75]=1[C:79]1[CH:84]=[CH:83][C:82]([I:85])=[CH:81][C:80]=1[F:86]

Participants

Reactant 3

HCID 67001303HCID 67001303, compound

HCID 178432851HCID 178432851, compound

HCID 178461666HCID 178461666, compound

Product 1

HCID 178461663HCID 178461663, compound

Procedure

Prepared by the same method as described in example 1 except that (i) (R)-tert-butoxycarbonylamino-[4-(2-hydroxy-1-hydroxymethyl-ethoxy)-phenyl]-acetic acid (prepared as described in steps 57-V, 57-W and 57-X) was used in place of (R)-tert-butoxycarbonylamino-[4-(2-tert-butoxy-ethoxy)-phenyl]-acetic acid in step 75-G and (ii) cyclization of (R)-2-amino-N-{(1S,2S)-1-[4-chloro-5-(2-fluoro-4-iodo-phenyl)-1H-imidazol-2-yl]-2-phenyl-propyl}-2-[4-(2-hydroxy-1-hydroxymethyl-ethoxy)-phenyl]-acetamide in step 75-H was performed as described in step 34-H. HR-MS: calcd for C30H27ClFlN4O5 [M+H+] 705.0772. Found 705.0772.

Workup

customPrepared by the same method

Sources & evidence

ORD record: ord-3980d33c0c29420699d873ef24842a2e
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08063085B2

Reaction notes

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