Formaldehyde → L-Pantothenic acid

HRID 1370157Notes

Reaction equation

HRID 1370157 reaction equation
[C:1]([OH:15])(=[O:14])[CH2:2][CH2:3][NH:4][C:5](=[O:13])[C@@H:6]([C:8]([CH2:11][OH:12])([CH3:10])[CH3:9])[OH:7].CC1(C)C(O)C(=O)OC1.C=O.[C-]#N>>[C:1]([OH:15])(=[O:14])[CH2:2][CH2:3][NH:4][C:5](=[O:13])[C@H:6]([C:8]([CH2:11][OH:12])([CH3:10])[CH3:9])[OH:7]

Participants

5

Reactant 4

HCID 712FormaldehydeHCID 989(+-)-PantolactoneHCID 5975CyanideHCID 6613Pantothenic Acid

Product 1

HCID 5748353L-Pantothenic acid

Procedure

Pantothenic acid can be prepared by chemical synthesis or via biotechnology by fermentation of suitable microorganisms in suitable nutrient solutions. DL-pantolactone is an important compound in the chemical synthesis, and is prepared in a multi-stage process from formaldehyde, isobutyl aldehyde and cyanide. In further process steps the racemic mixture is separated and D-pantolactone is condensed with β-alanine to yield D-pantothenic acid.

Workup

  1. customin the chemical synthesis
  2. customIn further process steps the racemic mixture is separated
  3. customcondensed with β-alanine

Sources & evidence

ORD record
ord-c98d9f27da1c4bde9a201c21103c7b85
Source dataset
uspto-grants-2003_06
Patent number
US06582939B1

Reaction notes

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