Triethylamine → 1-(2-{[6-({6-[{3-[({[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}acetyl)(methyl)amino]propyl}(methyl)carbamoyl]-1,3-benzothiazol-2-yl}amino)hexanoyl](methyl)amino}ethyl)piperidin-4-yl biphenyl-2-ylcarbamate

HRID 446602노트

반응식

[F:1][C:2]([F:49])([F:48])[C:3]1[CH:4]=[C:5]([CH:41]=[C:42]([C:44]([F:47])([F:46])[F:45])[CH:43]=1)[C:6]([N:8]1[CH2:12][C@@:11]([CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][C:25]3([C:35]4[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=4)[CH2:29][C@@H:28]3[O:36][CH2:37][C:38]([OH:40])=O)[CH2:24][CH2:23]2)([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[O:10][CH2:9]1)=[O:7].C(N(CC)CC)C.C(Cl)(=O)C(C)(C)C.[C:64]1([C:110]2[CH:115]=[CH:114][CH:113]=[CH:112][CH:111]=2)[CH:69]=[CH:68][CH:67]=[CH:66][C:65]=1[NH:70][C:71](=[O:109])[O:72][CH:73]1[CH2:78][CH2:77][N:76]([CH2:79][CH2:80][N:81]([CH3:108])[C:82](=[O:107])[CH2:83][CH2:84][CH2:85][CH2:86][CH2:87][NH:88][C:89]2[S:90][C:91]3[CH:97]=[C:96]([C:98](=[O:106])[N:99]([CH3:105])[CH2:100][CH2:101][CH2:102][NH:103][CH3:104])[CH:95]=[CH:94][C:92]=3[N:93]=2)[CH2:75][CH2:74]1>>[C:64]1([C:110]2[CH:115]=[CH:114][CH:113]=[CH:112][CH:111]=2)[CH:69]=[CH:68][CH:67]=[CH:66][C:65]=1[NH:70][C:71](=[O:109])[O:72][CH:73]1[CH2:74][CH2:75][N:76]([CH2:79][CH2:80][N:81]([C:82](=[O:107])[CH2:83][CH2:84][CH2:85][CH2:86][CH2:87][NH:88][C:89]2[S:90][C:91]3[CH:97]=[C:96]([C:98](=[O:106])[N:99]([CH2:100][CH2:101][CH2:102][N:103]([C:38](=[O:40])[CH2:37][O:36][C@@H:28]4[C:25]5([CH2:24][CH2:23][N:22]([CH2:21][CH2:20][C@:11]6([C:13]7[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=7)[O:10][CH2:9][N:8]([C:6](=[O:7])[C:5]7[CH:41]=[C:42]([C:44]([F:46])([F:47])[F:45])[CH:43]=[C:3]([C:2]([F:1])([F:49])[F:48])[CH:4]=7)[CH2:12]6)[CH2:27][CH2:26]5)[C:35]5[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=5)[CH2:29]4)[CH3:104])[CH3:105])[CH:95]=[CH:94][C:92]=3[N:93]=2)[CH3:108])[CH2:77][CH2:78]1

참가 물질

반응물 4

HCID 8471Triethylamine

HCID 62493Pivaloyl chloride

HCID 86663420{[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}acetic acid

HCID 867619191-[2-(Methyl{6-[(6-{methyl[3-(methylamino)propyl]carbamoyl}-1,3-benzothiazol-2-yl)amino]hexanoyl}amino)ethyl]piperidin-4-yl biphenyl-2-ylcarbamate

생성물 1

HCID 867619201-(2-{[6-({6-[{3-[({[(2S)-1'-{2-[(5R)-3-[3,5-Bis(trifluoromethyl)benzoyl]-5-(4-fluorophenyl)-1,3-oxazolidin-5-yl]ethyl}-2,3-dihydrospiro[indene-1,4'-piperidin]-2-yl]oxy}acetyl)(methyl)amino]propyl}(methyl)carbamoyl]-1,3-benzothiazol-2-yl}amino)hexanoyl](methyl)amino}ethyl)piperidin-4-yl biphenyl-2-ylcarbamate수율 24.1%

실험 절차

The compound (101 mg, 0.146 mmol) obtained in Example 1j, triethylamine (23 μL, 0.167 mmol), pivaloyl chloride (18 μL, 0.144 mmol) and the compound (101 mg, 0.139 mmol) obtained in Example 93d were used to give the title compound (47 mg; yield, 24%) as a white solid according to the method described in Example 92c.

출처 및 근거

ORD 기록: ord-456b238974a644c7b68fd955f48412b9
출처 데이터셋: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08476253B2

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