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Dicyclohexylcarbodiimide → HCID 86665258, compound

HRID 2406660
Notes
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Reaction equation

HRID 2406660 reaction equation
[CH3:1][O:2][C:3](=[O:11])[CH2:4][C@H:5]([CH3:10])[CH2:6][C:7](O)=[O:8].[CH3:12][Si:13]([CH3:18])([CH3:17])[CH2:14][CH2:15][OH:16].C1CCC(N=C=NC2CCCCC2)CC1.C(=O)(O)[O-].[Na+]>C(Cl)Cl.CN(C1C=CN=CC=1)C>[CH3:12][Si:13]([CH3:18])([CH3:17])[CH2:14][CH2:15][O:16][C:7](=[O:8])[CH2:6][C@@H:5]([CH3:10])[CH2:4][C:3]([O:2][CH3:1])=[O:11]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 180132-(Trimethylsilyl)ethanolHCID 516892Sodium BicarbonateHCID 6999733(R)-1-Methyl hydrogen 3-methylglutarate

Product 1

HCID 86665258HCID 86665258, compound

Reagents, catalysts & solvents 2

HCID 14284
4-(Dimethylamino)pyridine
Catalyst
HCID 6344DichloromethaneSolvent2×

Procedure

To the solution of 3-(R)-Methyl-pentanedioic acid monomethyl ester in methylene chloride was added 2-Trimethylsilanyl-ethanol followed by DCC and DMAP and was stirred for 30 minutes. The reaction mixture was treated with sodium bicarbonate and methylene chloride. The product was purified by column chromatography.

Workup

  1. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-4d881d597abd4ad4b1db39f1a8013700
Source dataset
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08809382B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes