Lithium Hydroxide → HCID 60168183, compound

HRID 1472487Notes

Reaction equation

HRID 1472487 reaction equation
C([O:3][C:4](=[O:34])[CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[CH2:17][CH2:16][N:15]([CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])[CH2:14][CH2:13][N:12]([CH2:26][C:27]([O:29]C(C)(C)C)=[O:28])[CH2:11][CH2:10]1)C.[Li+].[OH-]>C(O)C>[C:19]([CH2:18][N:15]1[CH2:14][CH2:13][N:12]([CH2:26][C:27]([OH:29])=[O:28])[CH2:11][CH2:10][N:9]([CH2:8][CH2:7][CH2:6][CH2:5][C:4]([OH:34])=[O:3])[CH2:17][CH2:16]1)([OH:21])=[O:20]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 86703342HCID 86703342, compound

Product 1

HCID 60168183HCID 60168183, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The ethanol (0.6 mL) liquid of the 4,7-bis(tert-butoxycarbonyl methyl)-1,4,7-triazonane-1-pentanoic acid ethyl ester (0.036 g, 0.0741 mmol) prepared at Step 1 was added with LiOH (0.0053 g, 0.222 mmol), and allowed to react at 50° C. for 24 hr. After confirming the conclusion of the hydrolysis reaction with the ESI-MASS, the reaction mixture was filtered through the Whatman syringe filter (0.45 μm) and dried under reduced pressure. The product was separated with RP-HPLC (10 mM HCl/EtOH; concentration increase from 0 to 40% for 20 min), and the filtrate underwent lyophilization to give final product.

Workup

  1. customto react at 50° C. for 24 hr
  2. customthe conclusion of the hydrolysis reaction with the ESI-MASS
  3. filtrationthe reaction mixture was filtered through the Whatman syringe
  4. filtrationfilter (0.45 μm)
  5. customdried under reduced pressure
  6. customThe product was separated with RP-HPLC (10 mM HCl/EtOH; concentration increase from 0 to 40% for 20 min)

Sources & evidence

ORD record
ord-c3f155a155c2419791ecc5b9703aec84
Source dataset
uspto-grants-2015_04
Patent number
US09012604B2

Reaction notes

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