Pyridine → 6-(2-Phenylacetamido)-2,2-dimethyl-3-phosphonopenam

HRID 1833431ノート

反応式

HRID 1833431 の反応式
[C:1]1([CH2:7][C:8]([NH:10][CH:11]2[C:24](=[O:25])[N:13]3[CH:14]([P:19]([OH:23])([O:21]C)=[O:20])[C:15]([CH3:18])([CH3:17])[S:16][C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.C[Si](C)(C)Cl.[I-].[Li+]>O>[C:1]1([CH2:7][C:8]([NH:10][CH:11]2[C:24](=[O:25])[N:13]3[CH:14]([P:19]([OH:23])([OH:21])=[O:20])[C:15]([CH3:18])([CH3:17])[S:16][C@H:12]23)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 6397ChlorotrimethylsilaneHCID 66321Lithium iodideHCID 867353286-(2-Phenylacetamido)-2,2-dimethyl-3-(O-methylphosphono)penam

生成物 1

HCID 706199666-(2-Phenylacetamido)-2,2-dimethyl-3-phosphonopenam

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
25 °C

実験手順

6-(2-phenylacetamido)-2,2-dimethyl-3-(O-methylphosphono)penam (384 mg., 1.0 millimole) is dissolved in 4 ml. of dry pyridine then trimethylchlorosilane (0.381 ml., 3.0 millimoles) and lithium iodide (536 mg., 4.0 millimoles) are added. The reaction mixture is stirred under nitrogen at 25° C. for 5 hours after which 2 ml. of water is added. The mixture is stirred for 10 minutes then the volatiles removed by evaporation in vacuo. The residue was taken up in water, adjusted to pH 8.0 and extracted with 3 × 10 ml. of chloroform. The aqueous phase was then acidified to pH 1.5 and extracted with 3 × 10 ml. of ethyl acetate. The ethyl acetate extracts were dried over sodium sulfate then evaporated to dryness to obtain the title compound.

後処理

  1. stirringThe mixture is stirred for 10 minutes
  2. customthe volatiles removed by evaporation in vacuo
  3. extractionextracted with 3 × 10 ml
  4. extractionextracted with 3 × 10 ml
  5. dry with materialThe ethyl acetate extracts were dried over sodium sulfate
  6. customthen evaporated to dryness

出典と根拠

ORDレコード
ord-3cf3931f114641e0830c799e2a28a5ac
出典データセット
uspto-grants-1978_01
特許番号
US04066657

反応ノート

読み込み中…