HCID 72705162, compound → HCID 117710490, compound

HRID 339249Notes

Reaction equation

HRID 339249 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.[CH:73]1[C:85]2[CH:84]([CH2:86][O:87][C:88]([NH:90][C@@H:91]([C:142]([CH3:145])([CH3:144])[CH3:143])[C:92]([N:94]3[C@H:98]([C:99](=[O:111])[NH:100][C@H:101]4[C:110]5[C:105](=[CH:106][CH:107]=[CH:108][CH:109]=5)[CH2:104][CH2:103][CH2:102]4)[CH2:97][C@H:96]([C:112]4[CH:121]=[C:120]5[C:115]([CH2:116][C@@H:117]([C:129](=[O:141])[NH:130][C@H:131]6[C:140]7[C:135](=[CH:136][CH:137]=[CH:138][CH:139]=7)[CH2:134][CH2:133][CH2:132]6)[N:118](C(OC(C)(C)C)=O)[CH2:119]5)=[CH:114][CH:113]=4)[CH2:95]3)=[O:93])=[O:89])[C:83]3[C:78](=[CH:79][CH:80]=[CH:81][CH:82]=3)[C:77]=2[CH:76]=[CH:75][CH:74]=1>>[CH3:143][C:142]([CH3:145])([CH3:144])[C@H:91]([NH:90][C:88](=[O:89])[O:87][CH2:86][CH:84]1[C:85]2[CH:73]=[CH:74][CH:75]=[CH:76][C:77]=2[C:78]2[C:83]1=[CH:82][CH:81]=[CH:80][CH:79]=2)[C:92](=[O:93])[N:94]1[CH2:95][C@@H:96]([C:112]2[CH:121]=[C:120]3[C:115]([CH2:116][C@@H:117]([C:129](=[O:141])[NH:130][C@H:131]4[C:140]5[C:135](=[CH:136][CH:137]=[CH:138][CH:139]=5)[CH2:134][CH2:133][CH2:132]4)[NH:118][CH2:119]3)=[CH:114][CH:113]=2)[CH2:97][C@H:98]1[C:99](=[O:111])[NH:100][C@H:101]1[C:110]2[C:105](=[CH:106][CH:107]=[CH:108][CH:109]=2)[CH2:104][CH2:103][CH2:102]1

Participants

3

Reactant 2

HCID 72705162HCID 72705162, compoundHCID 117710474HCID 117710474, compound

Product 1

HCID 117710490HCID 117710490, compoundYield 97%

Procedure

Following a procedure analogous to that for the synthesis of Compound G of Example 1, (S)-tert-butyl 7-((3R,5S)-1-((S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3,3-dimethylbutanoyl)-5-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)pyrrolidin-3-yl)-3-(((R)-1,2,3,4-tetrahydronaphthalen-1-yl)carbamoyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate (97 mg, 0.10 mmol) was converted to the title compound (85 mg, 97%). MS (ESI+) m/z 884.4 (M+H)+.

Sources & evidence

ORD record
ord-c7c1110eadb94598a705d0adc9ae9f03
Source dataset
uspto-grants-2014_11
Patent number
US08889712B2

Reaction notes

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