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Hydrochloric Acid → 1-Propenyl 3-O-benzyl-4-O-chloroacetyl-2-deoxy-2-palmitamido-6-O-palmitoyl-beta-D-glucopyranoside

HRID 2413045
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인쇄 미리보기

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HRID 2413045 반응식
[CH2:1]([O:8][C@H:9]1[C@H:18]([OH:19])[C@@H:17]([CH2:20][O:21][C:22](=[O:38])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[O:16][C@@H:11]([O:12][CH:13]=[CH:14][CH3:15])[C@@H:10]1[NH:39][C:40](=[O:56])[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:57][CH2:58][C:59](Cl)=[O:60].Cl>O.C(Cl)Cl.N1C=CC=CC=1>[CH2:1]([O:8][C@H:9]1[C@H:18]([O:19][C:59](=[O:60])[CH2:58][Cl:57])[C@@H:17]([CH2:20][O:21][C:22](=[O:38])[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[O:16][C@@H:11]([O:12][CH:13]=[CH:14][CH3:15])[C@@H:10]1[NH:39][C:40](=[O:56])[CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH3:55])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 544293391-propenyl 3-O-benzyl-2-deoxy-2-palmitamido-6-O-palmitoyl-beta-D-glucopyranoside

생성물 1

HCID 867398791-Propenyl 3-O-benzyl-4-O-chloroacetyl-2-deoxy-2-palmitamido-6-O-palmitoyl-beta-D-glucopyranoside

시약·촉매·용매 3

HCID 962Water용매
HCID 1049
Pyridine
용매
HCID 6344Dichloromethane용매2회

반응 조건

온도
0 °C

실험 절차

To 0.4 g. of Compound 7 in 15 ml. of CH2Cl2 was added 0.4 ml. of pyridine. The reaction mixture was cooled to about 0° C. and 0.4 ml. chloroacetyl chloride in 5 ml. of CH2Cl2 was added dropwise with stirring. After stirring at room temperature for 30 minutes, thin layer chromatography showed the reaction was complete. Next water was added, then 5% HCl followed by a wash with water and NaHCO3. The dried chloroform layer was evaporated and the residue taken up in hot methanol and the solid material filtered off. Thin layer chromatography showed the solid material to be Compound 8 of high purity.

후처리

  1. stirringAfter stirring at room temperature for 30 minutes
  2. washa wash with water and NaHCO3
  3. customThe dried chloroform layer was evaporated
  4. filtrationthe solid material filtered off

출처 및 근거

ORD 기록
ord-3298d7f762554ddfa02d474e737a5d26
출처 데이터셋
uspto-grants-1985_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04495346

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