Z-Ser(tBu)-OH → (S)-3-Tert-Butoxymethyl-2-Oxopiperazine-1-Acetic Acid

HRID 1078618Notes

Reaction equation

HRID 1078618 reaction equation
[C:1]([O:5][C:6](=O)[CH2:7][NH:8][CH2:9][CH:10](OC)OC)([CH3:4])([CH3:3])[CH3:2].C([O:23][C:24]([NH:26][C@H:27]([C:34]([OH:36])=[O:35])COC(C)(C)C)=O)C1C=CC=CC=1>>[C:1]([O:5][CH2:6][C@@H:7]1[NH:8][CH2:9][CH2:10][N:26]([CH2:27][C:34]([OH:36])=[O:35])[C:24]1=[O:23])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 1715617Z-Ser(tBu)-OHHCID 10846528N(2,2-dimethoxyethyl) glycine tert-butyl ester

Product 1

HCID 67743622(S)-3-Tert-Butoxymethyl-2-Oxopiperazine-1-Acetic Acid

Procedure

In substantially the same manner as in Reference Example 2, the title compound was synthesized from N(2,2-dimethoxyethyl) glycine tert-butyl ester and N-benzyloxycarbonyl-O-tert-butyl-L-serine. M.p. 178°-180° C.

Sources & evidence

ORD record
ord-60198545593146f08c9dff6306f04cc8
Source dataset
uspto-grants-1996_08
Patent number
US05550131

Reaction notes

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