Trimethylsilyldiazomethane → 119993-55-4

HRID 2408783Notes

Reaction equation

HRID 2408783 reaction equation
[ClH:1].[NH2:2][C@H:3]1[CH2:7][CH2:6][CH2:5][C@H:4]1[C:8]([OH:10])=[O:9].[CH3:11][Si](C=[N+]=[N-])(C)C>C1C=CC=CC=1.CO>[ClH:1].[CH3:11][O:9][C:8]([C@@H:4]1[CH2:5][CH2:6][CH2:7][C@@H:3]1[NH2:2])=[O:10]

Participants

5

Reactant 2

HCID 167693TrimethylsilyldiazomethaneHCID 2733976cis-2-Amino-1-cyclopentanecarboxylic acid hydrochloride

Product 1

HCID 14698814119993-55-4

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

(1R,2S)-2-Amino-cyclopentanecarboxylic acid hydrochloride (96 mg, 0.58 mmol) was dissolved in a 1:1 mixture of benzene and methanol (6 mL). The mixture was cooled to 0° C. A 2.0 M solution of (trimethylsilyl)diazomethane in hexanes (0.44 mL, 0.87 mmol) was added and the reaction was stirred at 25° C. for 30 min. The mixture was concentrated and dried in vacuo. The crude product was directly used in the next step.

Workup

  1. concentrationThe mixture was concentrated
  2. customdried in vacuo

Sources & evidence

ORD record
ord-ccbd360e869b4ee4be9afd7bed69c746
Source dataset
uspto-grants-2014_08
Patent number
US08815847B2

Reaction notes

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