N-(3-benzoylthiopropanoyl)-L-alanine → N-(3-Sulfanylpropanoyl)-L-leucine

HRID 46537Notes

Reaction equation

HRID 46537 reaction equation
C([S:9][CH2:10][CH2:11][C:12]([NH:14][C@H:15]([C:20]([OH:22])=[O:21])[CH2:16][CH:17]([CH3:19])[CH3:18])=[O:13])(=O)C1C=CC=CC=1.C(SCCC(N[C@H](C(O)=O)C)=O)(=O)C1C=CC=CC=1>>[SH:9][CH2:10][CH2:11][C:12]([NH:14][C@H:15]([C:20]([OH:22])=[O:21])[CH2:16][CH:17]([CH3:19])[CH3:18])=[O:13]

Participants

3

Reactant 2

HCID 13036931N-(3-benzoylthiopropanoyl)-L-alanineHCID 13036933N-[3-(Benzoylsulfanyl)propanoyl]-L-leucine

Product 1

HCID 13036942N-(3-Sulfanylpropanoyl)-L-leucine

Procedure

By substituting N-(3-benzoylthiopropanoyl)-L-leucine (6.46 g.) for the N-(3-benzoylthiopropanoyl)-L-alanine in the procedure of Example 2, 2.75 g. of N-(3-mercaptopropanoyl)-L-leucine are obtained, m.p. 131°-132°. This material is recrystallized from acetonitrile.

Sources & evidence

ORD record
ord-277d954700524ba6b2a5e462eb3e64a2
Source dataset
uspto-grants-1979_11
Patent number
US04173704

Reaction notes

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