Calcium Chloride → HCID 68534540, compound

HRID 2220264Notes

Reaction equation

HRID 2220264 reaction equation
[CH:1]1[C:13]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C@@H:19]([CH2:27][C:28]3[CH:29]=[N:30][CH:31]=[N:32][C:33]=3[C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=3[CH3:40])[C:20]([O:22]C(C)(C)C)=[O:21])=[O:17])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[Cl-:41].[Ca+2].[Cl-]>C(O)(C(F)(F)F)=O>[ClH:41].[CH:10]1[C:11]2[CH:12]([CH2:14][O:15][C:16]([NH:18][C@@H:19]([CH2:27][C:28]3[CH:29]=[N:30][CH:31]=[N:32][C:33]=3[C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=3[CH3:40])[C:20]([OH:22])=[O:21])=[O:17])[C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 5284359Calcium ChlorideHCID 68533279HCID 68533279, compound

Product 1

HCID 68534540HCID 68534540, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 220 mg (0.41 mmol) of (2S)-tert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(6-o-tolylpyrimidin-5-yl)propanoate in TFA (2.1 mL), protected from the atmosphere by a calcium chloride-filled drying tube was stirred at room temperature for 4 hours. The reaction mixture was concentrated in vacuo at less than 40° C. and the resulting orange oil was redissolved in toluene twice and evaporated to give the title compound as a white powder, 195 mg, 99% yield.

Workup

  1. additionfilled
  2. customdrying tube
  3. concentrationThe reaction mixture was concentrated in vacuo at less than 40° C.
  4. dissolutionthe resulting orange oil was redissolved in toluene twice
  5. customevaporated

Sources & evidence

ORD record
ord-e65e86bd8d724f46b8d1913ab7911df6
Source dataset
uspto-grants-2008_08
Patent number
US07417028B2

Reaction notes

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