Ethyl Acetate → (5-methyl-2-oxo-1,3-dioxolan-4-yl)methyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetyl]amino]-8-oxo-3-[(Z)-2-pyrimidin-5-ylethenyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

HRID 1886695ノート

反応式

HRID 1886695 の反応式
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:31]/[OH:32])/[C:8]([NH:10][C@@H:11]2[C:29](=[O:30])[N:13]3[C:14]([C:26]([O-:28])=[O:27])=[C:15](/[CH:18]=[CH:19]\[C:20]4[CH:21]=[N:22][CH:23]=[N:24][CH:25]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[Na+].Br[CH2:35][CH:36]1[CH:40]([CH3:41])[O:39][C:38](=[O:42])[O:37]1.C(OCC)(=O)C>CN(C)C(=O)C>[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:31]/[OH:32])/[C:8]([NH:10][C@@H:11]2[C:29](=[O:30])[N:13]3[C:14]([C:26]([O:28][CH2:35][CH:36]4[CH:40]([CH3:41])[O:39][C:38](=[O:42])[O:37]4)=[O:27])=[C:15](/[CH:18]=[CH:19]\[C:20]4[CH:25]=[N:24][CH:23]=[N:22][CH:21]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 133235644-Bromomethyl-5-methyl-1,3-dioxolan-2-oneHCID 88414421sodium (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetyl]amino]-8-oxo-3-[(Z)-2-pyrimidin-5-ylethenyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

生成物 1

HCID 88507429(5-methyl-2-oxo-1,3-dioxolan-4-yl)methyl (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-hydroxyiminoacetyl]amino]-8-oxo-3-[(Z)-2-pyrimidin-5-ylethenyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

The compound (100 mg) of Example 16 was dissolved in N,N-dimethylacetamide (2 ml), followed by the addition of 4-bromomethyl-5-methyl-1,3-dioxolan-2-one (50 mg). They were reacted for 1 hour. Ethyl acetate (50 ml) was added. The resulting mixture was washed with water, dried over magnesium sulfate, and then concentrated under reduced pressure. Ether was added to the residue and the resulting solid was collected by filtration, whereby the title compound (15 mg) was obtained.

後処理

  1. customThey were reacted for 1 hour
  2. washThe resulting mixture was washed with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. additionEther was added to the residue
  6. filtrationthe resulting solid was collected by filtration, whereby the title compound (15 mg)
  7. customwas obtained

出典と根拠

ORDレコード
ord-667de51fd586422db42d2e14883bcbe6
出典データセット
uspto-grants-1992_09
特許番号
US05151417

反応ノート

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