Tin chloride monohydrate → HCID 86612394, compound

HRID 1783431Notes

Reaction equation

HRID 1783431 reaction equation
[C:1]1([C@H:7]([NH:9][C:10]([N:12]2[C:15](=[O:16])[C@@H:14]([S:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-])=O)[CH:19]=3)[C@H:13]2[C:27]([O:29][CH2:30][CH3:31])=[O:28])=[O:11])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[Sn](Cl)(Cl)(Cl)Cl>C(OCC)(=O)C>[C:1]1([C@H:7]([NH:9][C:10]([N:12]2[C:15](=[O:16])[C@@H:14]([S:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([NH2:24])[CH:19]=3)[C@H:13]2[C:27]([O:29][CH2:30][CH3:31])=[O:28])=[O:11])[CH3:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 45051637Tin chloride monohydrateHCID 86612395HCID 86612395, compound

Product 1

HCID 86612394HCID 86612394, compoundYield 63.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 85b (17 mg, 38 umol) in ethyl acetate (1 mL) at room temperature was added tin chloride monohydrate (2.5 eq.) and the solution was heated to 50° C. After 1 h the solution was concentrated in vacuo. The residue was purified by column chromatography using a gradient of hexane/ethyl acetate 20-100% as eluent to yield 87 (10 mg, 63%). Product MS: 414.1 (M+1).

Workup

  1. concentrationAfter 1 h the solution was concentrated in vacuo
  2. customThe residue was purified by column chromatography

Sources & evidence

ORD record
ord-5d6c32b8f5b147cb88587a2f071078f4
Source dataset
uspto-grants-2009_03
Patent number
US07501404B2

Reaction notes

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