Ethyl 1-aminocyclopentane-1-carboxylate → N-Acetyl-L-tyrosyl-L-alanine

HRID 1199099Notes

Reaction equation

HRID 1199099 reaction equation
[C:1]([NH:4][C@H:5]([C:14]([NH:16][C@H:17]([C:19](C1CCCC1(N)C(OCC)=O)=[O:20])[CH3:18])=[O:15])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)(=[O:3])[CH3:2].C([O:34]C(C1(N)CCCC1)=O)C>CO>[C:1]([NH:4][C@H:5]([C:14]([NH:16][C@H:17]([C:19]([OH:20])=[O:34])[CH3:18])=[O:15])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([OH:13])=[CH:11][CH:12]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 222862Ethyl 1-aminocyclopentane-1-carboxylateHCID 67827711HCID 67827711, compound

Product 1

HCID 15166650N-Acetyl-L-tyrosyl-L-alanine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl N-acetyltyrosyl-alanyl-1-amino-1-cyclopentanecarboxylate, by the procedure of Example 1 from the preceding compound and ethyl-1-amino-1-cyclopentanecarboxylate, yield 88%, m.p. 168° to 171° C., [α]D20 -3.1° (c 0.2, MeOH).

Sources & evidence

ORD record
ord-b17d3d30b943464ea8c637bcace29672
Source dataset
uspto-grants-1990_02
Patent number
US04898930

Reaction notes

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