4-(Phenylmethyl) hydrogen N-((phenylmethoxy)carbonyl)-L-aspartate → alpha-Aminoisobutyryl-alpha-L-aspartyl-D-alanine isopropyl ester

HRID 868656Notes

Reaction equation

HRID 868656 reaction equation
Cl.[CH:2]([O:5][C:6](=[O:10])[C@@H:7]([CH3:9])[NH2:8])([CH3:4])[CH3:3].N(C(OCC1C=CC=CC=1)=O)[C@H](C(O)=O)CC(=O)OCC1C=CC=CC=1.COC(=O)[C@H](CC1C=CC=CC=1)N[C:42](=[O:55])[C@:43]([NH2:54])([CH2:50][C:51](=[O:53])[OH:52])[NH:44][C:45](=[O:49])[CH:46]([CH3:48])[CH3:47]>>[CH:2]([O:5][C:6](=[O:10])[C@@H:7]([CH3:9])[NH:8][C:42](=[O:55])[C@:43]([NH2:54])([CH2:50][C:51](=[O:52])[OH:53])[NH:44][C:45](=[O:49])[CH:46]([CH3:48])[CH3:47])([CH3:4])[CH3:3]

Participants

4

Reactant 3

HCID 476024-(Phenylmethyl) hydrogen N-((phenylmethoxy)carbonyl)-L-aspartateHCID 51064150propan-2-yl (2R)-2-aminopropanoate hydrochlorideHCID 86742497alpha-Aminoisobutyryl-alpha-L-aspartyl-L-phenylalanine methyl ester

Product 1

HCID 86742499alpha-Aminoisobutyryl-alpha-L-aspartyl-D-alanine isopropyl ester

Procedure

This compound was prepared from 1.7 g D-alanine isopropyl ester hydrochloride, 3.6 g Z-Asp(OBzl) and 1.8 g N-t-butoxycarbonyl-α-aminoisobutyric acid N-hydroxysuccinimide ester in a manner similar to Example 20 (A), (C), (D) and (E). Yield: 1.2 g, m.p.: 176°-178° C.

Sources & evidence

ORD record
ord-f8cb1d4ef5684b639f1ddfe6d36bfefb
Source dataset
uspto-grants-1988_10
Patent number
US04780528

Reaction notes

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