Cesium → HCID 86647633, compound

HRID 1809119Notes

Reaction equation

HRID 1809119 reaction equation
[Cs].Cl.[Cl:3][C:4]1[S:8][C:7]([C:9]([N:11]([CH2:22][C@@H:23]2[O:27][C:26](=[O:28])[N:25]([C:29]3[CH:34]=[CH:33][C:32]([N:35]4[CH2:40][CH2:39][O:38][CH2:37][C:36]4=[O:41])=[CH:31][CH:30]=3)[CH2:24]2)[CH:12]([C:19]([OH:21])=[O:20])[NH:13][CH2:14][CH2:15]CC=O)=[O:10])=[CH:6][CH:5]=1>CN(C=O)C>[ClH:3].[Cl:3][C:4]1[S:8][C:7]([C:9]([N:11]([CH2:22][C@@H:23]2[O:27][C:26](=[O:28])[N:25]([C:29]3[CH:30]=[CH:31][C:32]([N:35]4[CH2:40][CH2:39][O:38][CH2:37][C:36]4=[O:41])=[CH:33][CH:34]=3)[CH2:24]2)[CH:12]([C:19]([OH:21])=[O:20])[NH:13][CH2:14][CH2:15][CH2:6][CH2:7][CH:9]=[O:10])=[O:10])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 5354618CesiumHCID 86647635HCID 86647635, compound

Product 1

HCID 86647633HCID 86647633, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

59 mg (106 μmol) of Example 2A are dissolved with 43 mg (138.4 μmol) of the caesium salt of Boc-glycine (prepared from Boc-glycine by General Procedure 1) in 10 ml of DMF. Stirring at 50° C. for 16 h is followed by concentrating and the residue is purified by preparative HPLC (method 1a). The appropriate fractions are concentrated and dried under high vacuum to obtain 26 mg (35% of theory) of the protected title compound.

Workup

  1. concentrationby concentrating
  2. customthe residue is purified by preparative HPLC (method 1a)
  3. concentrationThe appropriate fractions are concentrated
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-e117e8a53ed7452c83b3e812a3257848
Source dataset
uspto-grants-2013_01
Patent number
US08362015B2

Reaction notes

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