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

HRID 868657Notes

Reaction equation

HRID 868657 reaction equation
Cl.[CH2:2]([O:4][C:5](=[O:10])[C@@H:6]([CH2:8][OH:9])[NH2:7])[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]>>[CH2:2]([O:4][C:5](=[O:10])[C@@H:6]([CH2:8][OH:9])[NH:7][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])[CH3:3]

Participants

4

Reactant 3

HCID 476024-(Phenylmethyl) hydrogen N-((phenylmethoxy)carbonyl)-L-aspartateHCID 56965749ethyl (2R)-2-amino-3-hydroxypropanoate hydrochlorideHCID 86742497alpha-Aminoisobutyryl-alpha-L-aspartyl-L-phenylalanine methyl ester

Product 1

HCID 86742500alpha-Aminoisobutyryl-alpha-L-aspartyl-D-serine ethyl ester

Procedure

This compound was prepared from 1.7 g D-serine ethyl 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.: 175°-178° C.

Sources & evidence

ORD record
ord-a3a4ea3a137c4b05a9877baffb48e94a
Source dataset
uspto-grants-1988_10
Patent number
US04780528

Reaction notes

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