Toluene → HCID 70674097, compound

HRID 591269Notes

Reaction equation

HRID 591269 reaction equation
C(OC([NH:8][C@H:9]([C:30]([O:32]C(C)(C)C)=[O:31])[CH2:10][CH:11]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][CH2:28][F:29])=[CH:22][CH: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:22]=[CH:21][C:20]([CH2:19][CH:11]([C:12]([OH:14])=[O:13])[CH2:10][C@@H:9]([C:30]([OH:32])=[O:31])[NH2:8])=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 1140TolueneHCID 70674429HCID 70674429, compound

Product 1

HCID 70674097HCID 70674097, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Di-tert-butyl N-(tert-butoxycarbonyl)-4-[4-(3-fluoropropyl)benzyl]glutamate (50 mg, 0.10 mmol) was dissolved in 3 ml trifluoroacetic acid and stirred at room temperature for 1d. Then, 5 ml toluene were added and the solution was concentrated in vacuo. The product was purified by preparative HPLC. The appropriate fractions were collected, the acetonitrile evaporated under reduced pressure and the remaining aqueous solution was lyophilized.

Workup

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

Sources & evidence

ORD record
ord-0a197c6aadb845108b9142b4a94734cc
Source dataset
uspto-grants-2016_01
Patent number
US09238631B2

Reaction notes

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