Morpholine → HCID 22865482, compound

HRID 742982Notes

Reaction equation

HRID 742982 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[NH:7]([C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[C@H:8]([C:24](O)=[O:25])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:12][CH:11]=1>>[CH2:17]([O:16][C:13]1[CH:14]=[CH:15][C:10]([CH2:9][C@@H:8]([C:24]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[O:25])[NH:7][C:27]([O:29][C:30]([CH3:32])([CH3:33])[CH3:31])=[O:28])=[CH:11][CH:12]=1)[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 98763O-benzyl-N-((tert-butoxy)carbonyl)-L-tyrosine

Product 1

HCID 22865482HCID 22865482, compound

Procedure

In substantially the same manner as in Example 5, morpholine (1.41 ml) and Boc-L-Tyr(Bzl)-OH (6.00 g, manufactured by Peptide Institute, Inc.) were condensed to give N-(O-benzyl-Boc-L-tyrosyl)morpholine (8.10 g) as a white powder (yield quantitative). After Boc group elimination with TFA, the product was condensed with (2S,3S)-ethyl hydrogen trans-epoxysuccinate (2.76 g) as obtained in Reference Example 8 to yield the title compound (compound 58; 6.14 g) as a white powder (yield 81%).

Workup

  1. customcondensed
  2. customto give

Sources & evidence

ORD record
ord-c8a8b53a6f264973a33feedb70e357e1
Source dataset
uspto-grants-1996_09
Patent number
US05556853

Reaction notes

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