N-carbobenzyloxyalanine → HCID 131718676, compound

HRID 2226414Notes

Reaction equation

HRID 2226414 reaction equation
[NH:1]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[C:9]([O:11][CH2:12][CH3:13])=[O:10].[CH2:14]([O:21][C:22]([NH:24][C@H:25]([C:27](O)=[O:28])[CH3:26])=[O:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(OCC)(=O)C>[CH2:14]([O:21][C:22]([NH:24][C@H:25]([C:27]([N:1]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:28])[CH3:26])=[O:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 736104N-carbobenzyloxyalanineHCID 18964777HCID 18964777, compound

Product 1

HCID 131718676HCID 131718676, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 9.4 g of ethyl azacyclooctane-2-carboxylate in 400 ml of ethyl acetate add 17.0 g of N-benzyloxycarbonyl- (S) -alanine, N-hydroxysuccinimide ester. Stir the reaction mixture at room temperature for 20 hours and concentrate it in vacuo to give 1-[N-benzyloxycarbonyl-(S)-alanyl]azacyclooctane-2(R,S)-carboxylic acid, ethyl ester, as a colorless oil.

Workup

  1. concentrationconcentrate it in vacuo

Sources & evidence

ORD record
ord-2a5bd89b6e5c4d64a10d8e38803713de
Source dataset
uspto-grants-1994_09
Patent number
US05348944

Reaction notes

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