Tin chloride monohydrate → HCID 86612392, compound

HRID 1783430Notes

Reaction equation

HRID 1783430 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 86612393HCID 86612393, compound

Product 1

HCID 86612392HCID 86612392, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of compound 85a (18 mg, 41 umol) in ethyl acetate (1 mL) 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 86 (12 mg, 72%). 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-eae34b8aaceb4b5d8843a897d73f8237
Source dataset
uspto-grants-2009_03
Patent number
US07501404B2

Reaction notes

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