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Benzyl 2,3,4,6-tetra-O-benzoyl-alpha-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzoyl-alpha-D-mannopyranoside → HCID 86658272, 화합물

HRID 74834
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HRID 74834 반응식
[C:1]([O:9][C@H:10]1[C@@H:15]([O:16][C:17](=[O:24])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C@H:14]([O:25][C:26](=[O:33])[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C@@H:13]([CH2:34][O:35][C:36](=[O:43])[C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[O:12][C@@H:11]1[O:44][C@H:45]1[C@@H:58]([O:59][C:60](=[O:67])[C:61]2[CH:66]=[CH:65][CH:64]=[CH:63][CH:62]=2)[C@H:57]([O:68][C:69](=[O:76])[C:70]2[CH:75]=[CH:74][CH:73]=[CH:72][CH:71]=2)[C@@H:56]([CH2:77][O:78][C:79](=[O:86])[C:80]2[CH:85]=[CH:84][CH:83]=[CH:82][CH:81]=2)[O:55][C@@H:46]1[O:47]CC1C=CC=CC=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>CO.CCOC(C)=O.[Pd]>[C:1]([O:9][C@H:10]1[C@@H:15]([O:16][C:17](=[O:24])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C@H:14]([O:25][C:26](=[O:33])[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C@@H:13]([CH2:34][O:35][C:36](=[O:43])[C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[O:12][C@@H:11]1[O:44][C@H:45]1[C@@H:58]([O:59][C:60](=[O:67])[C:61]2[CH:62]=[CH:63][CH:64]=[CH:65][CH:66]=2)[C@H:57]([O:68][C:69](=[O:76])[C:70]2[CH:71]=[CH:72][CH:73]=[CH:74][CH:75]=2)[C@@H:56]([CH2:77][O:78][C:79](=[O:86])[C:80]2[CH:81]=[CH:82][CH:83]=[CH:84][CH:85]=2)[O:55][CH:46]1[OH:47])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 86658273Benzyl 2,3,4,6-tetra-O-benzoyl-alpha-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzoyl-alpha-D-mannopyranosideHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 86658272HCID 86658272, 화합물수율 99%

시약·촉매·용매 3

HCID 23938Palladium촉매2회
HCID 887
Methanol
용매
HCID 8857Ethyl Acetate용매

실험 절차

The disaccharide 28 (670 mg, 0.577 mmol) was dissolved in MeOH (3 mL) and EtOAc (30 mL). Palladium on charcoal (5%, 80 mg) was added. The mixture was stirred under 50 psi of hydrogen at r.t. o/n. TLC indicated ˜60% conversion. More palladium on charcoal (5%, 80 mg) was added. Stirring was continued at 50 psi for 3 days. TLC indicated complete conversion. The mixture was filtered through a plug of Celite and rinsed with EtOAc (5×1 mL). The combined filtrate and washings were evaporated to dryness to give the title compound 29 as a colourless foam (609 mg, 99%). The product was used directly for the next step without purification.

후처리

  1. filtrationThe mixture was filtered through a plug of Celite
  2. washrinsed with EtOAc (5×1 mL)
  3. customThe combined filtrate and washings were evaporated to dryness

출처 및 근거

ORD 기록
ord-e7c3c3425c5c4050960326d8b50a9a5d
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08828952B2

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