Aryl, heteroaryl, and heterocyclic compounds for treatment of immune and inflammatory disorders
US-2024199583-A1 · Jun 20, 2024 · US
US9481700B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9481700-B2 |
| Application number | US-201313916451-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jun 12, 2013 |
| Priority date | May 22, 2007 |
| Publication date | Nov 1, 2016 |
| Grant date | Nov 1, 2016 |
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A method for preparing isofagomine, its derivatives, intermediates and salts thereof using novel processes to make isofagomine from D-(−)-arabinose and L-(−)-xylose.
Opening claim text (preview).
What is claimed is: 1. A compound of the formula where PG is a hydroxyl protecting group. 2. The compound of claim 1 , wherein PG is benzyl. 3. A method for preparing isofagomine, a protected isofagomine salt, or an isofagomine acid salt comprising converting the compound of any one of claims 1 to 2 to make isofagomine, a protected isofagomine salt, or an isofagomine acid salt thereof, wherein the conversion comprises: (i) reducing the compound to a triprotected primary amine; deprotecting the primary amine to a diol; and catalytically hydrogenating the diol; or (ii) converting the compound to a protected diol and deprotecting the diol; or (iii) converting the compound to a protected isofagomine salt. 4. The method of claim 3 , wherein converting the compound of the formula to make isofagomine, a protected isofagomine salt, or an isofagomine acid salt comprises reducing the compound to a triprotected primary amine; deprotecting the primary amine to a diol; and catalytically hydrogenating the diol optionally in the presence of an acid. 5. The method of claim 3 , wherein converting the compound of the formula to make isofagomine, a protected isofagomine salt, or an isofagomine acid salt comprises converting the compound to a protected diol and deprotecting the diol. 6. The method of claim 3 , wherein the compound of the formula is converted to a protected isofagomine salt. 7. The method of claim 6 , further comprising deprotecting the protected isofagomine salt.
Ortho-condensed systems · CPC title
having a hydrogen atom as the second substituent in position 4 · CPC title
Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems · CPC title
Acyclic radicals, substituted by carbocyclic rings · CPC title
Non condensed piperidines, e.g. piperocaine · CPC title
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