Diisopropylethylamine → HCID 102326821, compound

HRID 333578Notes

Reaction equation

HRID 333578 reaction equation
[CH3:1][C:2]([CH3:29])=[CH:3][CH2:4][CH2:5]/[C:6](/[CH3:28])=[CH:7]/[CH2:8][CH2:9][C@:10]1([CH3:27])[O:19][C:18]2[C:13](=[C:14]([OH:25])[CH:15]=[C:16]3[C:22](=[O:23])[N:21]([CH3:24])[CH2:20][C:17]3=2)[CH2:12][C@@H:11]1[OH:26].C(N(CC)C(C)C)(C)C.C[Si](C=[N+]=[N-])(C)C>C(#N)C>[CH3:18][O:19][CH3:10].[CH3:1][C:2]([CH3:29])=[CH:3][CH2:4][CH2:5]/[C:6](/[CH3:28])=[CH:7]/[CH2:8][CH2:9][C@:10]1([CH3:27])[O:19][C:18]2[C:13](=[C:14]([OH:25])[CH:15]=[C:16]3[C:22](=[O:23])[N:21]([CH3:24])[CH2:20][C:17]3=2)[CH2:12][C@@H:11]1[OH:26]

Participants

6

Reactant 3

HCID 81531DiisopropylethylamineHCID 167693TrimethylsilyldiazomethaneHCID 102326821HCID 102326821, compound

Product 2

HCID 8254Dimethyl EtherHCID 102326821HCID 102326821, compoundYield 0.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

SMTP-0 (50 mg, 78 mmol) was dissolved in acetonitrile (2 mL), and N,N-diisopropylethylamine (50 μl) and trimethylsilyldiazomethane (2.0 M, hexane solution) (150 μl) were added thereto. The mixture was stirred for 24 hours at room temperature. The reaction liquid was concentrated to obtain methyl ether of SMTP-0 (SMTP-0-OMe) (44 mg).

Workup

  1. customThe reaction liquid
  2. concentrationwas concentrated

Sources & evidence

ORD record
ord-93ea32ed41f248e28297d4d14a25b474
Source dataset
uspto-grants-2014_11
Patent number
US08883462B2

Reaction notes

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