Triacetoxyperiodinane → HCID 131730807, compound

HRID 1893157Notes

Reaction equation

HRID 1893157 reaction equation
[CH2:1]([O:8][CH:9]1[CH:16]2[CH:12]([O:13][C:14]([CH3:18])([CH3:17])[O:15]2)[O:11][C:10]1([CH2:38][OH:39])[C:19]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[O:20][SiH2:21][C:22]([CH3:25])([CH3:24])[CH3:23])[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(Cl)Cl>[CH2:1]([O:8][CH:9]1[CH:16]2[CH:12]([O:13][C:14]([CH3:17])([CH3:18])[O:15]2)[O:11][C:10]1([C:19]([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[O:20][SiH2:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH:38]=[O:39])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 159087TriacetoxyperiodinaneHCID 131730808HCID 131730808, compound

Product 1

HCID 131730807HCID 131730807, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a flask was added [6-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl]-methanol, methylene chloride, and Dess-Martin periodinane. The reaction was stirred, extracted, and the solvent was evaporated to provide the titled aldehyde in 96% yield.

Workup

  1. extractionextracted
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-b6cd13c1409c472eb94ada8079d75b17
Source dataset
uspto-grants-2013_08
Patent number
US08513214B2

Reaction notes

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