HCID 21849491, compound → HCID 21849168, compound

HRID 1451610Notes

Reaction equation

HRID 1451610 reaction equation
[Si:1]([O:8][CH2:9][C:10]([CH2:28][CH:29](O)[CH2:30][OH:31])([NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:11][O:12][Si:13]([C:16]([CH3:19])([CH3:18])[CH3:17])([CH3:15])[CH3:14])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>O1CCOCC1.O>[Si:1]([O:8][CH2:9][C:10]([NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])([CH2:28][CH2:29][CH:30]=[O:31])[CH2:11][O:12][Si:13]([C:16]([CH3:17])([CH3:18])[CH3:19])([CH3:15])[CH3:14])([C:4]([CH3:5])([CH3:6])[CH3:7])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 21849491HCID 21849491, compound

Product 1

HCID 21849168HCID 21849168, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

2-(2,3-Dihydroxypropyl)-2-(N-t-butoxycarbonylamino)-1,3-propanediol bis-t-butyldimethylsilyl ether (4.3 g) was dissolved in 600 ml of 1,4-dioxane and a solution of 3.8 g of meta-sodium periodate in 90 ml of water was added thereto. The mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated and hexane was added thereto. After washing with water, the resultant mixture was dried and concentrated to give 3.76 g of colorless, oily 2-(N-t-butoxycarbonylamino)-2-(2-formylethyl)-1,3-propanediol bis-t-butyldimethylsilyl ether.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionhexane was added
  3. washAfter washing with water
  4. dry with materialthe resultant mixture was dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-92b102d54e00410b9a590560f7829794
Source dataset
uspto-grants-1997_02
Patent number
US05604229

Reaction notes

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