N-carbobenzyloxyalanine → HCID 54473061, compound

HRID 1632365Notes

Reaction equation

Cl.C([O:4][C:5](=[O:18])[CH2:6][NH:7][CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9]1)C.C([NH:29][C@H:30]([C:32](O)=[O:33])[CH3:31])(OCC1C=CC=CC=1)=O>>[NH2:29][C@H:30]([C:32]([N:7]([CH:8]1[CH2:17][CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9]1)[CH2:6][C:5]([OH:4])=[O:18])=[O:33])[CH3:31]

Participants

Reactant 2

HCID 736104N-carbobenzyloxyalanine

HCID 13201327HCID 13201327, compound

Product 1

HCID 54473061HCID 54473061, compoundYield 54.2%

Procedure

By reacting 13.5 g of N-(1,2,3,4-tetrahydronaphthalen-2-yl)glycine ethyl ester hydrochloride with 11.6 g of N-carbobenzoxy-L-alanine and treating the reaction mixture as in Reference Example 4, there is obtained 7.5 g of L-alanyl-N-(1,2,3,4-tetrahydronaphthalen-2-yl)glycine as colorless amorphous powder.

Workup

additiontreating the reaction mixture as in Reference Example 4

Sources & evidence

ORD record: ord-4af67d6472a34f3bafbf3818c8398101
Source dataset: uspto-grants-1984_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04474692

Reaction notes

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