Glycine tert-butyl ester hydrochloride → 3-{[(2r)-2-({[6-(5-Chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)butanoyl]amino}benzoic acid

HRID 1892853Notes

Reaction equation

HRID 1892853 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:35][CH3:36])=[C:6]([CH:34]=1)[CH2:7][CH:8]1[C:14](=[O:15])[N:13]([C:16]([NH:18][CH:19]([CH2:31][CH3:32])[C:20]([NH:22]CC(OC(C)(C)C)=O)=[O:21])=[O:17])[CH2:12][C:11](=[O:33])[NH:10][CH2:9]1.Cl.C(OC(=O)CN)(C)(C)C.N[C:48]1[CH:49]=[C:50]([CH:58]=[CH:59][CH:60]=1)[C:51]([O:53]C(C)(C)C)=[O:52]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:35][CH3:36])=[C:6]([CH:34]=1)[CH2:7][CH:8]1[C:14](=[O:15])[N:13]([C:16]([NH:18][C@H:19]([CH2:31][CH3:32])[C:20]([NH:22][C:48]2[CH:49]=[C:50]([CH:58]=[CH:59][CH:60]=2)[C:51]([OH:53])=[O:52])=[O:21])=[O:17])[CH2:12][C:11](=[O:33])[NH:10][CH2:9]1

Participants

4

Reactant 3

HCID 2725036Glycine tert-butyl ester hydrochlorideHCID 2737408tert-Butyl-3-aminobenzoateHCID 76588771Tert-butyl {[2-({[6-(5-chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)butanoyl]amino}acetate

Product 1

HCID 576711613-{[(2r)-2-({[6-(5-Chloro-2-methoxybenzyl)-3,7-dioxo-1,4-diazepan-1-yl]carbonyl}amino)butanoyl]amino}benzoic acid

Procedure

Instead of the starting material compound of Example 220, that is, the glycine tert-butyl ester hydrochloride, tert-butyl 3-aminobenzoate was used for the similar procedure as in Example 220 and Example 245 to obtain the title compound.

Sources & evidence

ORD record
ord-bfc7c6fe1efd48ea972d590b69aae8b2
Source dataset
uspto-grants-2013_08
Patent number
US08507714B2

Reaction notes

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