Methanol → HCID 59571014, compound

HRID 2192932Notes

Reaction equation

HRID 2192932 reaction equation
[CH:1]1([C:4]2[CH:5]=[C:6]([C@@H:16]([CH2:20][CH:21]3[CH2:26][CH2:25][C:24](=[O:27])[CH2:23][CH2:22]3)[C:17]([OH:19])=[O:18])[CH:7]=[CH:8][C:9]=2[S:10]([CH:13]2[CH2:15][CH2:14]2)(=[O:12])=[O:11])[CH2:3][CH2:2]1.[N+](=[CH:30][Si](C)(C)C)=[N-].CO>C1(C)C=CC=CC=1>[CH:1]1([C:4]2[CH:5]=[C:6]([C@@H:16]([CH2:20][CH:21]3[CH2:26][CH2:25][C:24](=[O:27])[CH2:23][CH2:22]3)[C:17]([O:19][CH3:30])=[O:18])[CH:7]=[CH:8][C:9]=2[S:10]([CH:13]2[CH2:14][CH2:15]2)(=[O:12])=[O:11])[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 887MethanolHCID 167693TrimethylsilyldiazomethaneHCID 59570980HCID 59570980, compound

Product 1

HCID 59571014HCID 59571014, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of (2R)-2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-(4-oxocyclohexy)propanoic acid (45 mg), diazomethyltrimethylsilane (2.0 M diethyl ether solution, 0.1 mL), methanol (0.2 mL), and toluene (0.8 mL) was stirred at room temperature for 10 minutes. The solvent was evaporated and the obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=50:50) to obtain methyl (2R)-2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-(4-oxocyclohexyl)propanoate (29 mg) as a colorless oil.

Workup

  1. customThe solvent was evaporated
  2. customthe obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=50:50)

Sources & evidence

ORD record
ord-37d791d1d4f146feb84b4b5e6e87f171
Source dataset
uspto-grants-2012_12
Patent number
US08329707B2

Reaction notes

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