9-Aminominocycline → HCID 178453808, compound

HRID 421579Notes

Reaction equation

[CH3:1][N:2]([C@@H:4]1[C:27](=[O:28])[C:26]([C:29]([NH2:31])=[O:30])=[C:25]([OH:32])[C@:24]2([OH:33])[C@H:5]1[CH2:6][C@H:7]1[C:21]([C:22]2=[O:23])=[C:20]([OH:34])[C:10]2[C:11]([OH:19])=[C:12]([NH2:18])[CH:13]=[C:14]([N:15]([CH3:17])[CH3:16])[C:9]=2[CH2:8]1)[CH3:3].[CH2:35]([O:39][C:40]([N:42]([C:54]([CH3:57])([CH3:56])[CH3:55])[CH2:43][C:44](OC(OCC(C)C)=O)=[O:45])=[O:41])[CH2:36][CH2:37][CH3:38]>>[NH2:31][C:29]([C:26]1[C:25](=[O:32])[C@:24]2([OH:33])[C@@H:5]([CH2:6][C@H:7]3[C:21](=[C:22]2[OH:23])[C:20](=[O:34])[C:10]2[C:11]([OH:19])=[C:12]([NH:18][C:44](=[O:45])[CH2:43][N:42]([C:54]([CH3:57])([CH3:56])[CH3:55])[C:40](=[O:41])[O:39][CH2:35][CH2:36][CH2:37][CH3:38])[CH:13]=[C:14]([N:15]([CH3:16])[CH3:17])[C:9]=2[CH2:8]3)[C@H:4]([N:2]([CH3:1])[CH3:3])[C:27]=1[OH:28])=[O:30]

Participants

Reactant 2

HCID 546761129-Aminominocycline

HCID 58826151Isobutoxycarbonyl n-(butoxycarbonyl)-n-(tert-butyl)glycinate

Product 1

HCID 178453808HCID 178453808, compound

Procedure

The title compound is prepared by the procedure of Example 42, using 1 equivalent of 9-amino-minocycline and 2 equivalents of isobutoxycarbonyl N-(butoxycarbonyl)-N-(tert-butyl)glycinate Reference Example 118 to give the product of the example.

Workup

customto give the product of the example

Sources & evidence

ORD record: ord-faa5674eea1e4a189dba06aeba7b4858
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08101590B2

Reaction notes

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