Glycidol → HCID 86699635, compound

HRID 1479312Notes

Reaction equation

HRID 1479312 reaction equation
[CH2:1]([O:19][C@H:20]1[C@H:24]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]/[CH:34]=[CH:35]\[CH2:36]/[CH:37]=[CH:38]\[CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])[CH2:23][NH:22][CH2:21]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[CH2:44]1[O:46][CH:45]1[CH2:47][OH:48]>C(O)CC>[CH2:1]([O:19][C@H:20]1[C@H:24]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33]/[CH:34]=[CH:35]\[CH2:36]/[CH:37]=[CH:38]\[CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])[CH2:23][N:22]([CH2:44][CH:45]([OH:46])[CH2:47][OH:48])[CH2:21]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11]/[CH:12]=[CH:13]\[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 11164GlycidolHCID 86699633HCID 86699633, compound

Product 1

HCID 86699635HCID 86699635, compoundYield 27.1%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

Compound 1 (100 mg, 0.167 mmol) obtained in Example 1 was dissolved in 1-propanol (1 mL), and irradiated with microwave (300 W, 100° C., 2 hours) after adding glycidol (0.111 mL, 1.67 mmol). The reaction solution was concentrated under reduced pressure after adding water. The resulting residue was purified by silica gel column chromatography (chloroform/methanol=100/0 to 87/13) to give compound 24 (30.4 mg, 27.1%).

Workup

  1. customirradiated with microwave (300 W, 100° C., 2 hours)
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. additionafter adding water
  4. customThe resulting residue was purified by silica gel column chromatography (chloroform/methanol=100/0 to 87/13)

Sources & evidence

ORD record
ord-d31424295b16446180de848079824e30
Source dataset
uspto-grants-2016_08
Patent number
US09408914B2

Reaction notes

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