HCID 53883906, compound → HCID 54464149, compound

HRID 223728Notes

Reaction equation

HRID 223728 reaction equation
C([N:11]1[CH2:18][C:17]([OH:26])([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:16][C@H:12]1[C:13]([OH:15])=[O:14])(OCC1C=CC=CC=1)=O.C(SCC(N1CC(O)(CC2C=CC=CC=2)C[C@H]1C(O)=O)=O)(=O)C>>[OH:26][C:17]1([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:18][NH:11][C@H:12]([C:13]([OH:15])=[O:14])[CH2:16]1

Participants

3

Reactant 2

HCID 53883906HCID 53883906, compoundHCID 54077273HCID 54077273, compound2×

Product 1

HCID 54464149HCID 54464149, compound

Procedure

The N-carbobenzyloxy-4-hydroxy-4-(phenylmethyl)-L-proline from part (a) is hydrogenated according to the procedure of Example 1 (b) to yield 4-hydroxy-4-(phenylmethyl)-L-proline. This amino acid is then reacted with 2-acetylthioacetyl chloride according to the procedure of Example 1 (c) to yield 1-[2-(acetylthio)-1-oxoethyl]-4-hydroxy-4-(phenylmethyl)-L-proline.

Sources & evidence

ORD record
ord-96e0ca3ef05c4fa5863bdf0c59bf8212
Source dataset
uspto-grants-1982_10
Patent number
US04356182

Reaction notes

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