Water → (S)-(-)-5-[(2-Acetoxypropanoyl)amino]-2,4,6-triiodoisophthalic Acid

HRID 76839

반응식

HRID 76839 반응식
[C:1]([O:4][C@@H:5]([CH3:9])[C:6](Cl)=[O:7])(=[O:3])[CH3:2].[NH2:10][C:11]1[C:12]([I:25])=[C:13]([C:22]([OH:24])=[O:23])[C:14]([I:21])=[C:15]([C:19]=1[I:20])[C:16]([OH:18])=[O:17].O>CC(N(C)C)=O>[C:1]([O:4][C@@H:5]([CH3:9])[C:6]([NH:10][C:11]1[C:19]([I:20])=[C:15]([C:16]([OH:18])=[O:17])[C:14]([I:21])=[C:13]([C:12]=1[I:25])[C:22]([OH:24])=[O:23])=[O:7])(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 962WaterHCID 30157835-Amino-2,4,6-triiodo-1,3-benzenedicarboxylic acidHCID 11094804(1S)-2-Chloro-1-methyl-2-oxoethyl acetate

생성물 1

HCID 15817302(S)-(-)-5-[(2-Acetoxypropanoyl)amino]-2,4,6-triiodoisophthalic Acid수율 57.5%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

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온도
50 °C

실험 절차

(S)-1-chloro-1-oxopropan-2-yl acetate (0.75 ml, 5.91 mmol) was added drop-wise to a solution of 5-amino-2,4,6-triiodoisophthalic acid (1.0 g, 1.79 mmol) in DMA (5 ml). The resulting mixture was stirred at about 50° C. for 5 hours and 20 minutes. 80 ml of water was added to the reaction mixture at room temperature after which the suspension formed was cooled to a temperature between 0° C. and 5° C. and stirred for 25 minutes at this temperature. The suspension was filtered and the solid washed with water. The product was dried in a vacuum oven at 40° C. to yield (S)-5-(2-acetoxypropanamido)-2,4,6-triiodoisophthalic acid (0.695 g, 1.03 mmol). The MS, 1H-NMR and 13C-NMR data are consistent with the structure for (S)-5-(2-acetoxypropanamido)-2,4,6-triiodoisophthalic acid.

후처리

  1. customformed
  2. temperaturewas cooled to a temperature between 0° C. and 5° C.
  3. stirringstirred for 25 minutes at this temperature
  4. filtrationThe suspension was filtered
  5. washthe solid washed with water
  6. customThe product was dried in a vacuum oven at 40° C.

출처 및 근거

ORD 기록
ord-ab0b12a16a294dd3a941a09e08b3714b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835672B2

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