alpha-L-aspartyl-D-serine isopropyl ester → D-Prolyl-alpha-L-aspartyl-D-serine isopropyl ester

HRID 868648Notes

Reaction equation

HRID 868648 reaction equation
[CH:1]([O:4][C:5](=[O:18])[C@@H:6]([CH2:16][OH:17])[NH:7][C:8](=[O:15])[C@H:9]([CH2:11][C:12](=[O:14])[OH:13])[NH2:10])([CH3:3])[CH3:2].CO[C:21](=[O:47])[C@H:22]([CH2:40][C:41]1C=CC=CC=1)[NH:23][C:24](=O)[C@](C(N1CCCCC1)=O)(CC(=O)O)N>>[CH:1]([O:4][C:5](=[O:18])[C@@H:6]([CH2:16][OH:17])[NH:7][C:8](=[O:15])[C@H:9]([CH2:11][C:12](=[O:13])[OH:14])[NH:10][C:21](=[O:47])[C@H:22]1[CH2:40][CH2:41][CH2:24][NH:23]1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 22840263alpha-L-aspartyl-D-serine isopropyl esterHCID 867424942-Piperidinecarbonyl-alpha-L-aspartyl-L-phenylalanine methyl ester

Product 1

HCID 14151472D-Prolyl-alpha-L-aspartyl-D-serine isopropyl ester

Procedure

This compound was prepared from 1.7 g α-L-aspartyl-D-serine isopropyl ester and 2.4 g N-benzyloxycarbonyl-D-proline N-hydroxysuccinimide ester in a manner similar to Example 11 (C) and (D). Yield: 1.7 g, m.p.: 230°-233° C.

Sources & evidence

ORD record
ord-9111b933f50c499483948260bd711980
Source dataset
uspto-grants-1988_10
Patent number
US04780528

Reaction notes

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