Water → HCID 67165740, compound

HRID 552356Notes

Reaction equation

HRID 552356 reaction equation
[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18](=[O:32])[CH:19]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[C:9]1=[O:40])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C[Si]([Cl:46])(C)C.CCOCC>CC(CC)=O>[ClH:46].[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18](=[O:32])[CH:19]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:33][C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)[C:9]1=[O:40])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 6397ChlorotrimethylsilaneHCID 67165741HCID 67165741, compound

Product 1

HCID 67165740HCID 67165740, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1,3-(S)-dibenzyl-8-diphenylacetyl-1,4,8-triazaspiro[4,5]decan-2-one (450 mg, 0.8 mmol) was dissolved in ethyl methyl ketone (3.6 mL), water (8 μL), TMSCl (118 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-diphenylacetyl-1,4,8-triazaspiro[4,5]decan-2-one hydrochloride was obtained in a yield of 402 mg (84%).

Workup

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

Sources & evidence

ORD record
ord-46590aef6a9f445391dac14d1822c74b
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

Loading…