6-((tert-Butoxycarbonyl)amino)hexanoic acid → HCID 22104045, compound

HRID 1457228Notes

Reaction equation

HRID 1457228 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[CH2:18]([O:20][C:21](=[O:24])[CH2:22][NH2:23])[CH3:19]>>[CH2:18]([O:20][C:21](=[O:24])[CH2:22][NH:23][C:14](=[O:16])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH3:19]

Participants

3

Reactant 2

HCID 6376026-((tert-Butoxycarbonyl)amino)hexanoic acidHCID 2723640Glycine ethyl ester, hydrochloride

Product 1

HCID 22104045HCID 22104045, compoundYield 127.8%

Procedure

By working analogously to what described in example 2, 6-(tert-butoxycarbonylamino)hexanoic acid (163 g) was directly condensed with glycine ethyl ester hydrochloride (118 g; 0.845 moles), obtaining thus N-[6-(tert-butoxycarbonylamino)hexanoyl]glycine ethyl ester (285 g) as a raw product which was used as such in the subsequent reaction.

Sources & evidence

ORD record
ord-1d5e4b4246624771aae786b6d5279a2a
Source dataset
uspto-grants-1998_12
Patent number
US05847092

Reaction notes

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