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Sodium Thiosulfate → HCID 44819177, 화합물

HRID 1158510
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HRID 1158510 반응식
[CH2:1]([C@:8]([OH:28])([CH2:25][CH2:26][OH:27])[C:9]([N:11]1[C@H:15]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=3[CH2:22][C@H:14]2[O:13][C:12]1([CH3:24])[CH3:23])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.C([O-])(O)=O.[Na+].[O-]S([O-])(=S)=O.[Na+].[Na+]>C(Cl)Cl.CCOCC>[CH2:1]([C@@:8]([OH:28])([C:9]([N:11]1[C@H:15]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=3[CH2:22][C@H:14]2[O:13][C:12]1([CH3:23])[CH3:24])=[O:10])[CH2:25][CH:26]=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 24477Sodium ThiosulfateHCID 159087TriacetoxyperiodinaneHCID 516892Sodium BicarbonateHCID 44818263HCID 44818263, 화합물

생성물 1

HCID 44819177HCID 44819177, 화합물수율 64%

시약·촉매·용매 2

HCID 3283Diethyl Ether
용매
HCID 6344Dichloromethane용매2회

실험 절차

A solution of (S)-2-benzyl-1-((3aS,8aR)-2,2-dimethyl-8,8a-dihydro-3 aH-indeno[1,2-d]oxazol-3-yl)-2,4-dihydroxy-butan-1-one (21g) (0.13 g, 0.34 mmol) in dry CH2Cl2 (5 mL) was added over 1 min to a stirred solution of Dess-Martin periodinate (0.16 g, 0.37 mmol) in dry CH2Cl2 (10 mL). After 30 min the homogeneous mixture was diluted with ether and poured into cold saturated NaHCO3 (10 mL) containing Na2S2O3 (2.2 g). Organic layers were washed with aqueous saturated NaHCO3, brine and dried (MgSO4). The solvents were evaporated below 20° C. to give the title compound (0.082 g, 64%). The residue [MS (ESI+): 380 (M++1)] was immediately used for the next step.

후처리

  1. washOrganic layers were washed with aqueous saturated NaHCO3, brine
  2. dry with materialdried (MgSO4)
  3. customThe solvents were evaporated below 20° C.

출처 및 근거

ORD 기록
ord-12cb03bfe2b94ab6a2b40cae4c397205
출처 데이터셋
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07807677B2

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