Sodium Hydroxide → HCID 5276162, compound

HRID 1788421Notes

Reaction equation

HRID 1788421 reaction equation
[CH:1]1([N:7]2[C:11]3[CH:12]=[CH:13][C:14]([C:16](O)=[O:17])=[CH:15][C:10]=3[N:9]=[C:8]2[C:19]2[CH:20]=[C:21]3[C:26](=[CH:27][CH:28]=2)[N:25]=[C:24]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:23]=[CH:22]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.ClC1C=CC(C2C(C3C=CC4C(=CC=C(C5N(C6CCCCC6)C6C=CC(C(NC(CC7C8C(=CC=C(O)C=8)NC=7)C(O)=O)=O)=CC=6N=5)C=4)N=3)=CC(C(N3CCCC3)=O)=CC=2)=CC=1.C[O:99][C:100](=[O:109])[C@H:101]([CH2:103][CH2:104][C:105]([O:107]C)=[O:106])[NH2:102].[OH-].[Na+]>>[CH:1]1([N:7]2[C:11]3[CH:12]=[CH:13][C:14]([C:16]([NH:102][CH:101]([CH2:103][CH2:104][C:105]([OH:107])=[O:106])[C:100]([OH:99])=[O:109])=[O:17])=[CH:15][C:10]=3[N:9]=[C:8]2[C:19]2[CH:20]=[C:21]3[C:26](=[CH:27][CH:28]=2)[N:25]=[C:24]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:23]=[CH:22]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 4

HCID 14798Sodium HydroxideHCID 93032Dimethyl glutamateHCID 11213026HCID 11213026, compoundHCID 57623685HCID 57623685, compound

Product 1

HCID 5276162HCID 5276162, compoundYield 15%

Procedure

Compound 237 was synthesized from Compound 201 as described for Compound 235, using L-glutamic acid dimethylester in place of L-5-hydroxytryptophane. In the 3rd step the protected intermediate was treated with aqueous sodium hydroxide for a 15% yield of the title compound

Sources & evidence

ORD record
ord-bfe9ed1a60e440c4aca3ac6e6d1cc065
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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