Morpholine → HCID 22865431, compound

HRID 742989Notes

Reaction equation

HRID 742989 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[C:7]([NH:14][C@H:15]([C:27](O)=[O:28])[CH2:16][C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1)([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8]>>[C:7]([NH:14][C@H:15]([C:27]([N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)=[O:28])[CH2:16][C:17]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=[CH:19][CH:18]=1)([O:9][C:10]([CH3:12])([CH3:11])[CH3:13])=[O:8]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 7021841Boc-3-(1-naphthyl)-L-alanine

Product 1

HCID 22865431HCID 22865431, compound

Procedure

In substantially the same manner as in Example 5, morpholine (275 μl) was condensed with Boc-3-(1-naphthyl)-L-alanine (970 mg, manufactured by Bachem Fein Chemikalien AG, Switzerland) to give N-[Boc-3-(1-naphthyl)-L-alanyl]morpholine (1.18 g) as a white powder (yield quantitative). After Boc group elimination with TFA, the product was condensed with (2S,3S)-ethyl hydrogen trans-epoxysuccinate (620 mg) as obtained in Reference Example 8 to yield the title compound (compound 79; 1.09 g) as a white powder (yield 75%).

Workup

  1. customto give

Sources & evidence

ORD record
ord-b84f49a4bb514bc48b3bd8e57d8c7e65
Source dataset
uspto-grants-1996_09
Patent number
US05556853

Reaction notes

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