HCID 72705162, compound → HCID 86705886, compound

HRID 339248Notes

Reaction equation

CC(C)(C)[C@H](NC(=O)[C@@H](NC)C)C(N1[C@H](C(N[C@H]2C3C(=CC=CC=3)CCC2)=O)CC2C(=CC(C(N[C@H]3C[C@@H](C(=O)N[C@H]4C5C(=CC=CC=5)CCC4)N(C(=O)[C@@H](NC(=O)[C@@H](NC)C)C(C)(C)C)C3)=O)=CC=2)C1)=O.[C@H:73]1([NH:83][C:84]([C@@H:86]2[CH2:95][C:94]3[C:89](=[CH:90][C:91]([C@H:96]4[CH2:100][C@@H:99]([C:101](=[O:113])[NH:102][C@H:103]5[C:112]6[C:107](=[CH:108][CH:109]=[CH:110][CH:111]=6)[CH2:106][CH2:105][CH2:104]5)[NH:98][CH2:97]4)=[CH:92][CH:93]=3)[CH2:88][N:87]2C(OC(C)(C)C)=O)=[O:85])[C:82]2[C:77](=[CH:78][CH:79]=[CH:80][CH:81]=2)[CH2:76][CH2:75][CH2:74]1>>[C@H:73]1([NH:83][C:84]([C@@H:86]2[CH2:95][C:94]3[C:89](=[CH:90][C:91]([C@H:96]4[CH2:100][C@@H:99]([C:101](=[O:113])[NH:102][C@H:103]5[C:112]6[C:107](=[CH:108][CH:109]=[CH:110][CH:111]=6)[CH2:106][CH2:105][CH2:104]5)[NH:98][CH2:97]4)=[CH:92][CH:93]=3)[CH2:88][NH:87]2)=[O:85])[C:82]2[C:77](=[CH:78][CH:79]=[CH:80][CH:81]=2)[CH2:76][CH2:75][CH2:74]1

Participants

Reactant 2

HCID 72705162HCID 72705162, compound

HCID 117710473HCID 117710473, compound

Product 1

HCID 86705886HCID 86705886, compoundYield 100%

Procedure

Following a procedure analogous to that for the synthesis of Compound G of Example 1, (S)-tert-butyl 3-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-7-((3R,5S)-5-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)pyrrolidin-3-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (97 mg, 0.15 mmol) was converted to the title compound (82 mg, 100%). MS (ESI+) m/z 549.2 (M+H)+.

Sources & evidence

ORD record: ord-0bc0a42eea9d4dfd8abdc409c9d82719
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08889712B2

Reaction notes

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