Toluene → HCID 70941156, compound

HRID 591301Notes

Reaction equation

HRID 591301 reaction equation
C(OC([NH:8][C@H:9]([C:30]([O:32]C(C)(C)C)=[O:31])[CH2:10][C@H:11]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][CH2:28][F:29])=[CH:22][N:21]=1)[C:12]([O:14]C(C)(C)C)=[O:13])=O)(C)(C)C.C1(C)C=CC=CC=1>FC(F)(F)C(O)=O>[F:29][CH2:28][CH2:27][CH2:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:19][C@H:11]([C:12]([OH:14])=[O:13])[CH2:10][C@@H:9]([C:30]([OH:32])=[O:31])[NH2:8])=[N:21][CH:22]=1

Participants

4

Reactant 2

HCID 1140TolueneHCID 70674549HCID 70674549, compound

Product 1

HCID 70941156HCID 70941156, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Di-tert-butyl (4R)—N-(tert-butoxycarbonyl)-4-{[5-(3-fluoropropyl)pyridin-2-yl]methyl}-L-glutamate (68 mg, 0.13 mmol) was solved in 3 ml trifluoroacetic acid and stirred for 24 h. To the mixture was added toluene (10 ml) and the resulting solution was concentrated in vacuo. The crude product was purified by HPLC. The appropriate fractions were collected, the acetonitrile evaporated under reduced pressure and the remaining aqueous solution was lyophilized.

Workup

  1. concentrationthe resulting solution was concentrated in vacuo
  2. customThe crude product was purified by HPLC
  3. customThe appropriate fractions were collected
  4. customthe acetonitrile evaporated under reduced pressure

Sources & evidence

ORD record
ord-6d785e412b6d4c46b23ed62452f1edb4
Source dataset
uspto-grants-2016_01
Patent number
US09238631B2

Reaction notes

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