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2,2-Dimethoxypropane → HCID 15550447, 화합물

HRID 1700833
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HRID 1700833 반응식
[OH:1][C@@H:2]1[C@H:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[NH:4][C:3]1=[O:12].[CH3:13][O:14][C:15](OC)([CH3:17])[CH3:16].CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1>CN(C)C=O>[CH3:13][O:14][C:15]([CH3:17])([O:1][C@@H:2]1[C@H:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[NH:4][C:3]1=[O:12])[CH3:16]
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참가 물질

5

반응물 3

HCID 64952,2-DimethoxypropaneHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 10219589(3R,4S)-3-Hydroxy-4-phenyl-2-azetidinone

생성물 1

HCID 15550447HCID 15550447, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

A mixture of the title product of step (a) of Example 1 (79.7 mg, 0.488 mmoles), dimethoxy propane (0.3 ml, 2.44 mmol), PPTS (about 12 mg, 0.049 mmol) and dimethylformamide (2 ml) under argon were stirred for 3 hours at about 0° C. and then for 24 hours at about 4° C. The product obtained was extracted with ethyl acetate and worked up (diluted with 10 ml ethyl acetate, washed with 0.5 saturated aqueous NaHCO3; aqueous fraction extracted with 2×5 ml ethyl acetate; combined organic fractions were washed with 1×10 ml water, 10 ml saturated aqueous NaHCO3, dried over Na2SO4, filtered and concentrated) to obtain quantitive yield of products, which was a 1:1.7 mixture of starting material and the title product (determined by TLC analysis).

후처리

  1. waitfor 24 hours at about 4° C
  2. customThe product obtained
  3. extractionwas extracted with ethyl acetate
  4. addition(diluted with 10 ml ethyl acetate, washed with 0.5 saturated aqueous NaHCO3; aqueous fraction extracted with 2×5 ml ethyl acetate; combined organic fractions were washed with 1×10 ml water, 10 ml saturated aqueous NaHCO3, dried over Na2SO4, filtered and concentrated)
  5. customto obtain quantitive yield of products, which
  6. additiona 1:1.7 mixture of starting material

출처 및 근거

ORD 기록
ord-b629709128244cad85c0744ad6a5cd4c
출처 데이터셋
uspto-grants-2002_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06350887B1

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