L-Tyrosine → HCID 59715904, compound

HRID 2223742Notes

Reaction equation

HRID 2223742 reaction equation
[CH2:1]([C:8]1([OH:33])[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][NH:16][C:17]([NH:19][C:20]2[CH:25]=[CH:24][N:23]=[C:22]([N:26](CC=C)CC=C)[CH:21]=2)=[O:18])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1[C@H](C[C@H](N)C(O)=O)[C@H]2O[C@H]2C(=O)C1.N[C@H](C(O)=O)CC1C=CC(O)=CC=1>>[NH2:26][C:22]1[CH:21]=[C:20]([NH:19][C:17]([NH:16][CH2:15][CH2:14][N:11]2[CH2:12][CH2:13][C:8]([CH2:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)([OH:33])[CH2:9][CH2:10]2)=[O:18])[CH:25]=[CH:24][N:23]=1

Participants

4

Reactant 3

HCID 6057L-TyrosineHCID 7264728978-07-6HCID 69220729HCID 69220729, compound

Product 1

HCID 59715904HCID 59715904, compound

Procedure

The compound is prepared from 1-[2-(4-benzyl-4-hydroxy-piperidin-1-yl)-ethyl]-3-(2-diallylamino-pyridin-4-yl)-urea (Example 445.) using the method described in Laguzza B. C., Ganem B., “A new protecting group for amines. Synthesis of Anticapsin from L-Tyrosine”, Tetrahedron Lett. (1981) 22, 1483-1486.

Sources & evidence

ORD record
ord-021498e9b56a4d91abe3a98972c79112
Source dataset
uspto-grants-2008_05
Patent number
US07375227B2

Reaction notes

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