N-methyl-N-(trimethylsilyl)trifluoroacetamide → HCID 178460183、化合物

HRID 868163ノート

反応式

HRID 868163 の反応式
[O:1]=[C:2]1[N:7]2[CH:8]=[C:9]([O:20]CC3C=CC=CC=3)[C:10]([O:12]CC3C=CC=CC=3)=[CH:11][C:6]2=[N:5][CH:4]=[C:3]1[C:28]([NH:30][N:31]1[CH2:35][CH2:34][N:33]([S:36]([NH:39][C:40]([N:42]2[CH2:45][CH:44]([NH:46]C(=O)OCC3C=CC=CC=3)[C:43]2=[O:57])=[O:41])(=[O:38])=[O:37])[C:32]1=[O:58])=[O:29].CN([Si](C)(C)C)C(=O)C(F)(F)F.[NH2:71][C:72]1[S:73][CH:74]=[C:75](/[C:77](=[N:81]/[O:82][C:83]([CH3:101])([CH3:100])[C:84]([O:86][CH:87]([C:94]2[CH:99]=[CH:98][CH:97]=[CH:96][CH:95]=2)[C:88]2[CH:93]=[CH:92][CH:91]=[CH:90][CH:89]=2)=[O:85])/[C:78]([OH:80])=O)[N:76]=1>CN(C)C=O.[Pd]>[NH2:71][C:72]1[S:73][CH:74]=[C:75]([C:77](=[N:81][O:82][C:83]([CH3:101])([CH3:100])[C:84]([O:86][CH:87]([C:88]2[CH:93]=[CH:92][CH:91]=[CH:90][CH:89]=2)[C:94]2[CH:99]=[CH:98][CH:97]=[CH:96][CH:95]=2)=[O:85])[C:78]([NH:46][CH:44]2[CH2:45][N:42]([C:40]([NH:39][S:36]([N:33]3[CH2:34][CH2:35][N:31]([NH:30][C:28]([C:3]4[C:2](=[O:1])[N:7]5[CH:8]=[C:9]([OH:20])[C:10]([OH:12])=[CH:11][C:6]5=[N:5][CH:4]=4)=[O:29])[C:32]3=[O:58])(=[O:37])=[O:38])=[O:41])[C:43]2=[O:57])=[O:80])[N:76]=1

参加物

6

反応物 3

HCID 32510N-methyl-N-(trimethylsilyl)trifluoroacetamideHCID 135359672-Amino-alpha-((2-(diphenylmethoxy)-1,1-dimethyl-2-oxoethoxy)imino)thiazol-4-acetic acidHCID 86742478[1-[[[[3-[[[4-oxo-7,8-bis(phenylmethoxy)-4H-pyrido[1,2-a]pyrimidin-3-yl]carbonyl]amino]-2-oxo-1-imidazolidinyl]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester

生成物 1

HCID 178460183HCID 178460183、化合物

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6228Dimethylformamide溶媒

実験手順

To a solution of [1-[[[[3-[[[4-oxo-7,8-bis(phenylmethoxy)-4H-pyrido[1,2-a]pyrimidin-3-yl]carbonyl]amino]-2-oxo-1-imidazolidinyl]sulfonyl]amino]carbonyl]-2-oxo-3-azetidinyl]carbamic acid, phenylmethyl ester (1.35 g, 1.66 mmol) in 65 ml of N,N-dimethylformamide, N-methyl-N-trimethylsilyl trifluoroacetamide (1.66 g, 8.33 mmol) was added. After 20 minutes 0.45 g of palladium on carbon was added, and the mixture was hydrogenolyzed for 1 hour. The catalyst was removed by filtration, and to the filtrate (Z)-2-amino-α-[[2-(diphenylmethoxy)-1,1-dimethyl-2-oxoethoxy]imino]-4-thiazoleacetic acid, 1-benzotriazole ester (0.83 g, 1.5 mmol) was added. After stirring overnight, the solvent was distilled off, and the residue triturated with 20 ml of water. The resulting solid was filtered off with suction and dried in vacuo. Yield of crude product: 1.28 g.

後処理

  1. customThe catalyst was removed by filtration
  2. distillationthe solvent was distilled off
  3. customthe residue triturated with 20 ml of water
  4. filtrationThe resulting solid was filtered off with suction
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-ce328851eb3347bfbffa3b8a12635b7f
出典データセット
uspto-grants-1988_10
特許番号
US04777252

反応ノート

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