Triphenylphosphine → HCID 57849580, compound

HRID 737071Notes

Reaction equation

HRID 737071 reaction equation
[C:1]([O:5][C:6](=[O:20])[N:7]([CH2:17][CH2:18][OH:19])[CH2:8][C@@H:9](O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([CH3:4])([CH3:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CCOC(/N=N/C(OCC)=O)=O>C1(C)C=CC=CC=1>[C:1]([O:5][C:6]([N:7]1[CH2:17][CH2:18][O:19][C@@H:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:8]1)=[O:20])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 5462977Diethyl azodicarboxylateHCID 57849526HCID 57849526, compound

Product 1

HCID 57849580HCID 57849580, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

3 g of (S)-(2-Hydroxy-ethyl)-(2-hydroxy-2-phenyl-ethyl)-carbamic acid tert-butyl ester and 0.327 g of triphenylphosphine were dissolved in 53.3 mL toluene. 0.217 g of diethylazodicarboxylate in 5.4 mL toluene was added dropwise to the resulting solution at room temperature under argon atmosphere and the mixture was stirred overnight. The solvent was removed in vacuo and the material purified by column chromatography.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe material purified by column chromatography

Sources & evidence

ORD record
ord-8efce4b635e24607bf033927a87c1ce0
Source dataset
uspto-grants-2009_09
Patent number
US07595397B2

Reaction notes

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