HCID 53645453, compound → HCID 53995450, compound

HRID 223741Notes

Reaction equation

HRID 223741 reaction equation
C([N:11]1[CH2:18][C:17]([OH:28])([CH2:19][CH2:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:16][C@H:12]1[C:13]([OH:15])=[O:14])(OCC1C=CC=CC=1)=O.C(SCCC(N1CC(O)(CCCC2C=CC=CC=2)C[C@H]1C(O)=O)=O)(=O)C>>[OH:28][C:17]1([CH2:19][CH2:20][CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:18][NH:11][C@H:12]([C:13]([OH:15])=[O:14])[CH2:16]1

Participants

3

Reactant 2

HCID 53645453HCID 53645453, compound2×HCID 54239076HCID 54239076, compound

Product 1

HCID 53995450HCID 53995450, compound

Procedure

The N-carbobenzyloxy-4-hydroxy-4-(phenylpropyl)-L-proline from part (a) is hydrogenated according to the procedure of Example 1 (b) to yield 4-hydroxy-4-(phenylpropyl)-L-proline. This amino acid is reacted with 3-acetylthiopropionyl chloride according to the procedure of Example 1 (c) to yield 1-[3-(acetylthio)-1-oxopropyl]-4-hydroxy-4-(phenylpropyl)-L-proline.

Sources & evidence

ORD record
ord-5f8918a18acd40cda1f8b666030d89dc
Source dataset
uspto-grants-1982_10
Patent number
US04356182

Reaction notes

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