Triphenylphosphine → HCID 71009683, compound

HRID 1465997Notes

Reaction equation

HRID 1465997 reaction equation
[OH:1][CH2:2][CH:3]1[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4]1.[F:15][C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:27]=[CH:26][C:25](O)=[CH:24][CH:23]=2)=[CH:18][CH:17]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>>[F:15][C:16]1[CH:17]=[CH:18][C:19]([C:22]2[CH:27]=[CH:26][C:25]([O:1][CH2:2][CH:3]3[CH2:7][CH2:6][N:5]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:4]3)=[CH:24][CH:23]=2)=[CH:20][CH:21]=1

Participants

5

Reactant 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 3454204-Fluoro-4'-hydroxybiphenylHCID 5237175tert-Butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate

Product 1

HCID 71009683HCID 71009683, compound

Procedure

The procedure is the same as for Example 1 (Stage 1.2) starting from 1.50 g (7.45 mmol) of tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate (commercial), 2.15 g (11.18 mmol) of 4′-fluorobiphenyl-4-ol, 2.93 g (11.18 mmol) of triphenylphosphine and 2.26 g (11.18 mmol) of diisopropyl azodicarboxylate. After purification by chromatography on a column of silica gel, elution being carried out with dichloromethane, 1.55 g of the expected product are obtained in the form of an oil.

Workup

  1. customAfter purification by chromatography
  2. washon a column of silica gel, elution
  3. customare obtained in the form of an oil

Sources & evidence

ORD record
ord-ee32a051b7ed4f6a84b6adcd75f7cbbb
Source dataset
uspto-grants-2015_04
Patent number
US09000010B2

Reaction notes

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