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

反応式

[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

参加物

反応物 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

生成物 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-ylcarbamate収率 24.1%

実験手順

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.

出典と根拠

ORDレコード: ord-456b238974a644c7b68fd955f48412b9
出典データセット: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08476253B2

反応ノート

読み込み中…