Acetic Anhydride → HCID 21416538, compound

HRID 442118Notes

Reaction equation

HRID 442118 reaction equation
NC(C(O)CCCCC)C(O)=O.C(OC(=O)C)(=O)C.[C:20]([NH:23][CH:24]([CH:28]([OH:34])[CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[C:25](O)=[O:26])(=[O:22])[CH3:21].COC(=O)C(NC(=O)C)C(O)CCCCC.[H-].C([Al+]CC(C)C)C(C)C>CO>[C:20]([NH:23][CH:24]([CH:28]([OH:34])[CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH:25]=[O:26])(=[O:22])[CH3:21]

Participants

7

Reactant 5

HCID 7918Acetic AnhydrideHCID 187908012-Amino-3-hydroxyoctanoic acidHCID 21225700DiisobutylaluminumhydrideHCID 21416541HCID 21416541, compoundHCID 53991059HCID 53991059, compound

Product 1

HCID 21416538HCID 21416538, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Protect the amino function in the 2-amino-3-hydroxy-octanoic acid by conversion thereof to an acetamido function by reaction with acetic anhydride, then esterify the resultant 2-acetamido-3-hydroxyoctanoic acid with methanol; reduce the resultant 2-acetamido-3-hydroxyoctanoic acid methyl ester with di-isobutylaluminum hydride according to known procedures to obtain 2-acetamido-3-hydroxyoctanal.

Sources & evidence

ORD record
ord-1a7b7a89240346628843ee1eecaeb263
Source dataset
uspto-grants-1977_08
Patent number
US04044123

Reaction notes

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