Triphenylphosphine → HCID 57849580, compound

HRID 2076799Notes

Reaction equation

HRID 2076799 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-429c779d6e154ac886d5aaa0e1d71f96
Source dataset
uspto-grants-2011_04
Patent number
US07928103B2

Reaction notes

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