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Potassium Carbonate → HCID 10272690, 화합물

HRID 2307734
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인쇄 미리보기

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HRID 2307734 반응식
[C:1]([O:4][C@H:5]1[C@@H:11]([O:12][C:13](=[O:15])[CH3:14])[C@H:10]([O:16][C:17](=[O:19])[CH3:18])[C@@H:9]([CH2:20][O:21][C:22](=[O:24])[CH3:23])[O:8][CH:6]1[OH:7])(=[O:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].C([O:38][C:39](=[O:42])[CH2:40]Br)C1C=CC=CC=1.COC(C)(C)C>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.O1CCOCC1>[C:1]([O:4][C@H:5]1[C@@H:11]([O:12][C:13](=[O:15])[CH3:14])[C@H:10]([O:16][C:17](=[O:19])[CH3:18])[C@@H:9]([CH2:20][O:21][C:22](=[O:24])[CH3:23])[O:8][CH:6]1[O:7][CH2:40][C:39]([OH:42])=[O:38])(=[O:3])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

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HCID 11430Potassium CarbonateHCID 15413tert-Butyl methyl etherHCID 62576Benzyl bromoacetateHCID 117598232,3,4,6-TETRA-O-ACETYL-D-MANNOPYRANOSE

생성물 1

HCID 10272690HCID 10272690, 화합물

시약·촉매·용매 2

HCID 94433
Tetrabutylammonium hydrogen sulfate
촉매
HCID 312751,4-Dioxane용매

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온도
0 °C

실험 절차

A mixture that consists of 34.83 g (100 mmol) of 2,3,4,6-tetra-O-acetyl-mannopyranose, 1.70 g (5 mmol) of tetrabutylammonium hydrogen sulfate and 82.93 g (600 mmol) of fine-powder potassium carbonate in 350 ml of dioxane is cooled to 0° C. At 0° C., 34.36 g (150 mmol) of bromoacetic acid benzyl ester is added in drops over 10 minutes while being stirred vigorously. It is stirred for one hour at 0° C. 250 ml of MTB (methyl-tert-butyl ether) is added, solid is filtered out, and the filtrate is evaporated to the dry state in a vacuum. The residue is taken up in 500 ml of ethanol. 5 g of palladium (10%) on activated carbon is added thereto and hydrogenated until no more hydrogen is taken up by the solution. Catalyst is filtered out, it is rewashed with ethanol, and the combined solutions are evaporated to the dry state in a vacuum.

후처리

  1. stirringIt is stirred for one hour at 0° C
  2. filtrationsolid is filtered out
  3. customthe filtrate is evaporated to the dry state in a vacuum
  4. addition5 g of palladium (10%) on activated carbon is added
  5. filtrationCatalyst is filtered out
  6. customthe combined solutions are evaporated to the dry state in a vacuum

출처 및 근거

ORD 기록
ord-a4e7ed4d94624b7cb647fe21af629e3d
출처 데이터셋
uspto-grants-2004_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06831164B2

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