Trimethylsilyldiazomethane → 119993-55-4

HRID 731260Notes

Reaction equation

HRID 731260 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-43a98f968425472ca6455342e6081df9
Source dataset
uspto-grants-2009_09
Patent number
US07582626B2

Reaction notes

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