Water → HCID 67166727, compound

HRID 552358Notes

Reaction equation

HRID 552358 reaction equation
[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18](=[O:27])[CH2:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:9]1=[O:35])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C[Si]([Cl:41])(C)C.CCOCC>CC(CC)=O>[ClH:41].[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18](=[O:27])[CH2:19][CH2:20][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:9]1=[O:35])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 6397ChlorotrimethylsilaneHCID 67165002HCID 67165002, compound

Product 1

HCID 67166727HCID 67166727, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1,3-(S)-dibenzyl-8-(3-phenylpropionyl)-1,4,8-triazaspiro[4,5]decan-2-one (360 mg, 0.8 mmol) was dissolved in ethyl methyl ketone (2.9 mL), water (8 μL), TMSCl (107 μL), and ether (10 mL) were added and the mixture was stirred overnight. The solid matter was isolated by filtration, washed with ether, and dried in vacuo. The product 1,3-(S)-dibenzyl-8-(3-phenylpropionyl)-1,4,8-triazaspiro[4,5]decan-2-one hydrochloride was obtained in a yield of 323 mg (83%).

Workup

  1. customThe solid matter was isolated by filtration
  2. washwashed with ether
  3. customdried in vacuo

Sources & evidence

ORD record
ord-cbb246f5be0047a587f23438268aac20
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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