Triphenylphosphine → HCID 21309664, compound

HRID 1416624Notes

Reaction equation

HRID 1416624 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:11][CH2:10][C@H:9]1[CH2:12][OH:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:14][C:15]1[CH:20]=[CH:19][C:18](O)=[CH:17][N:16]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O>C1COCC1>[C:6]([N:8]1[CH2:11][CH2:10][C@H:9]1[CH2:12][O:13][C:18]1[CH:17]=[N:16][C:15]([CH3:14])=[CH:20][CH:19]=1)([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7]

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 142752-Methyl-5-hydroxypyridineHCID 5462977Diethyl azodicarboxylateHCID 10511797tert-butyl (2S)-2-(hydroxymethyl)azetidine-1-carboxylate

Product 1

HCID 21309664HCID 21309664, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 3.74 g (20 mmol) sample of 1-t-butyloxycarbonyl-2-(S)-azetidinemethanol, prepared as in Example 7b above, and 3.27 g (30 mmol) of 2-methyl-5hydroxypyridine were reacted with triphenylphosphine and DEAD (30 mmol each) in 100 mL of THF according to the procedure of Example 14a, to give the title compound.

Sources & evidence

ORD record
ord-d5c76618f1444212a45260516687a3d0
Source dataset
uspto-grants-1999_06
Patent number
US05914328

Reaction notes

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