2-Amino-3-hydroxyoctanoic acid → HCID 21416538, compound

HRID 1415070Notes

Reaction equation

HRID 1415070 reaction equation
NC(C(O)CCCCC)C(O)=O.[C:13]([NH:16][CH:17]([CH:21]([OH:27])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[C:18](O)=[O:19])(=[O:15])[CH3:14].COC(=O)C(NC(=O)C)C(O)CCCCC.[H-].C([Al+]CC(C)C)C(C)C>CO>[C:13]([NH:16][CH:17]([CH:21]([OH:27])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH:18]=[O:19])(=[O:15])[CH3:14]

Participants

6

Reactant 4

HCID 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-hydroxyoctanoic acid by conversion thereof to an acetamido function, 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-4701f31e9b964507a04e15963f6cffbb
Source dataset
uspto-grants-1977_01
Patent number
US04002742

Reaction notes

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