Triphenylphosphine → HCID 68857864, compound

HRID 1370957Notes

Reaction equation

HRID 1370957 reaction equation
[CH2:1]([N:8]([CH2:19][C:20]1[CH:33]=[CH:32][C:23]([O:24][C:25]2[CH:26]=[C:27]([OH:31])[CH:28]=[CH:29][CH:30]=2)=[CH:22][CH:21]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:10]=1[CH3:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O[CH2:35][C@H:36]1[NH:40][C:39](=[O:41])[CH2:38][CH2:37]1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1.C(OCC)(=O)C>[CH2:1]([N:8]([CH2:19][C:20]1[CH:33]=[CH:32][C:23]([O:24][C:25]2[CH:26]=[C:27]([CH:28]=[CH:29][CH:30]=2)[O:31][CH2:35][C@H:36]2[NH:40][C:39](=[O:41])[CH2:38][CH2:37]2)=[CH:22][CH:21]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-:17])=[O:16])[C:10]=1[CH3:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 11776TriphenylphosphineHCID 97268Di-tert-butyl azodicarboxylateHCID 643511(S)-5-(Hydroxymethyl)-2-pyrrolidinoneHCID 185122603-(4-{[Benzyl(2-methyl-3-nitrophenyl)amino]methyl}phenoxy)phenol

Product 1

HCID 68857864HCID 68857864, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

The product from Example 61F (88 mg, 0.2 mmole), (S)-5-(hydroxymethyl)-2-pyrrolidinone (58 mg, 0.5 mmole), di-tert-butyl azodicarboxylate (69 mg, 0.3 mmole), and triphenylphosphine (77 mg, 0.3 mmole) were dissolved in tetrahydrofuran (1.5 mL) in a capped test-tube and shaked at room temperature overnight. Ethyl acetate (2 mL) was added to dilute the reaction mixture. Then, the diluted organic solution was washed with water (2 mL) and saturated sodium chloride solution (2 mL), dried in vaccuo, and purified by HPLC to give the pure intermediate.

Workup

  1. additionto dilute the reaction mixture
  2. washThen, the diluted organic solution was washed with water (2 mL) and saturated sodium chloride solution (2 mL)
  3. customdried in vaccuo
  4. custompurified by HPLC
  5. customto give the pure intermediate

Sources & evidence

ORD record
ord-9fbffefd0c30482ab8a50e262e3dda6a
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

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