Water → HCID 67166521, compound

HRID 552360Notes

Reaction equation

HRID 552360 reaction equation
[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18]([C:20]3[O:21][CH:22]=[CH:23][CH:24]=3)=[O:19])[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:9]1=[O:32])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.C[Si]([Cl:38])(C)C.CCOCC>CC(CC)=O>[ClH:38].[CH2:1]([N:8]1[C:12]2([CH2:17][CH2:16][N:15]([C:18]([C:20]3[O:21][CH:22]=[CH:23][CH:24]=3)=[O:19])[CH2:14][CH2:13]2)[NH:11][C@@H:10]([CH2:25][C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:9]1=[O:32])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 6397ChlorotrimethylsilaneHCID 67165858HCID 67165858, compound

Product 1

HCID 67166521HCID 67166521, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1,3-(S)-dibenzyl-8-(furan-2-carbonyl)-1,4,8-triazaspiro[4,5]decan-2-one (365 mg, 0.9 mmol) was dissolved in ethyl methyl ketone (2.9 mL), water (8 μL), TMSCl (118 μL), and ether (20 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-(furan-2-carbonyl)-1,4,8-triazaspiro[4,5]decan-2-one hydrochloride was obtained in a yield of 338 mg (85%).

Workup

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

Sources & evidence

ORD record
ord-238e1fae96a545f69560ded769afcc50
Source dataset
uspto-grants-2011_05
Patent number
US07951815B2

Reaction notes

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