Trimethylsilyldiazomethane → HCID 66929843, compound

HRID 1176148Notes

Reaction equation

HRID 1176148 reaction equation
[CH3:1][Si](C=[N+]=[N-])(C)C.[Cl:8][C:9]1[S:13][C:12]([S:14]([NH:17][C@H:18]([C:24]([OH:26])=[O:25])[CH:19]([CH2:22][CH3:23])[CH2:20][CH3:21])(=[O:16])=[O:15])=[CH:11][CH:10]=1>C1COCC1.CO>[CH3:1][O:25][C:24](=[O:26])[C@H:18]([CH:19]([CH2:20][CH3:21])[CH2:22][CH3:23])[NH:17][S:14]([C:12]1[S:13][C:9]([Cl:8])=[CH:10][CH:11]=1)(=[O:15])=[O:16]

Participants

5

Reactant 2

HCID 167693TrimethylsilyldiazomethaneHCID 10215181HCID 10215181, compound

Product 1

HCID 66929843HCID 66929843, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Trimethylsilyldiazomethane (3.1 mL, 6.1 mmol) was added to a solution of N-[(5-chloro-2-thienyl)sulfonyl]-3-ethyl-L-norvaline (1.0 g, 3.1 mmol) in THF (20 mL) and MeOH (5 mL). After 2 h the mixture was concentrated to give N-[(5-chloro-2-thienyl)sulfonyl]-3-ethyl-L-norvaline methyl ester as a white solid (1.0 g, 99%). Mass Spectrum (−ESI): 338.00 (M−H)−.

Workup

  1. concentrationAfter 2 h the mixture was concentrated

Sources & evidence

ORD record
ord-0465365f20a049cbb13d0f3d1122161d
Source dataset
uspto-grants-2010_11
Patent number
US07842718B2

Reaction notes

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