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

HRID 1833431노트

반응식

HRID 1833431 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
25 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3cf3931f114641e0830c799e2a28a5ac
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04066657

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