HCID 68617790, compound → HCID 59512561, compound

HRID 1158371Notes

Reaction equation

HRID 1158371 reaction equation
C(OC([N:8]1[CH2:12][C@@H:11]([CH2:13][NH:14][C:15](=[O:25])[C:16]([CH3:24])([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH3:17])[C@H:10]([CH2:26][N:27]([CH:44]([CH3:46])[CH3:45])[C:28](=[O:43])[C:29]2[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]([O:37][CH2:38][CH2:39][CH2:40][O:41][CH3:42])[CH:30]=2)[CH2:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[CH:44]([N:27]([CH2:26][C@H:10]1[C@H:11]([CH2:13][NH:14][C:15](=[O:25])[C:16]([CH3:24])([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH3:17])[CH2:12][NH:8][CH2:9]1)[C:28](=[O:43])[C:29]1[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[C:31]([O:37][CH2:38][CH2:39][CH2:40][O:41][CH3:42])[CH:30]=1)([CH3:46])[CH3:45]

Participants

4

Reactant 1

HCID 68617790HCID 68617790, compound

Product 1

HCID 59512561HCID 59512561, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

The title compound is prepared according to Scheme 6 as follows: The solution of (3R,4R)-3-({isopropyl-[4-methoxy-3-(3-methoxy-propoxy)-benzoyl]-amino}-methyl)-4-[(2-methyl-2-phenyl-propionylamino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester (227 mg, 0.319 mmol) in 4N HCl in dioxane (2 mL) is stirred for 6 hrs at room temperature. The volatiles are removed by freeze-drying to give the title compound as white solid. MS [M+H]+=540.2. tR (HPLC, Nucleosil C18HD column, 20-100% CH3CN/H2O/6 min, 100% CH3CN/2 min, CH3CN and H2O containing 0.1% TFA, flow: 1 mL/min): 3.91 min.

Workup

  1. customThe title compound is prepared
  2. customThe volatiles are removed
  3. customby freeze-drying

Sources & evidence

ORD record
ord-6eb4848f6da5457f90f66093b825442b
Source dataset
uspto-grants-2010_10
Patent number
US07807709B2

Reaction notes

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