alpha Lipoic acid → HCID 20525121, compound

HRID 1702789Notes

Reaction equation

HRID 1702789 reaction equation
[S:1]1[CH2:5][CH2:4][CH:3]([CH2:6][CH2:7][CH2:8][CH2:9]C(O)=O)[S:2]1.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=[O:20])C=CC=CC=1.C([N:32]([CH2:35]C)CC)C>C1C=CC=CC=1>[S:1]1[CH2:5][CH2:4][CH:3]([CH2:6][CH2:7][CH2:8][CH2:9][N:32]=[C:35]=[O:20])[S:2]1

Participants

5

Reactant 3

HCID 864alpha Lipoic acidHCID 8471TriethylamineHCID 199401P,P-Diphenylphosphinic azide

Product 1

HCID 20525121HCID 20525121, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The reaction of 5-(1,2-dithiolan-3-yl)pentanoic acid and diphenylphosphoryl azide in a solution of triethyl amine and benzene provided a solution comprising 4-(1,2-dithiolan-3-yl)butyl isocyanate (I.R.: 2270 cm-1), which was reacted with 5-fluorouracil to provide 1-[N-[4-(1,2-dithiolan-3-yl)butyl]carbamoyl]-5-fluorouracil substantially in the similar method to that of Example 13.

Sources & evidence

ORD record
ord-c3ae2a0e956d40dca2a9a988caed5f81
Source dataset
uspto-grants-1982_09
Patent number
US04349552

Reaction notes

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