CA2521029A1 - Process for the preparation of 1,5,-imino, -1,5,6-trideoxy hexitol - Google Patents
Process for the preparation of 1,5,-imino, -1,5,6-trideoxy hexitol Download PDFInfo
- Publication number
- CA2521029A1 CA2521029A1 CA002521029A CA2521029A CA2521029A1 CA 2521029 A1 CA2521029 A1 CA 2521029A1 CA 002521029 A CA002521029 A CA 002521029A CA 2521029 A CA2521029 A CA 2521029A CA 2521029 A1 CA2521029 A1 CA 2521029A1
- Authority
- CA
- Canada
- Prior art keywords
- hexitol
- imino
- trideoxy
- preparation
- lactam
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000034 method Methods 0.000 title abstract 3
- FBPFZTCFMRRESA-UHFFFAOYSA-N hexane-1,2,3,4,5,6-hexol Chemical compound OCC(O)C(O)C(O)C(O)CO FBPFZTCFMRRESA-UHFFFAOYSA-N 0.000 title abstract 2
- -1 1,5-imino Chemical group 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000003951 lactams Chemical class 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 230000000850 deacetylating effect Effects 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
- 0 CC(OCC([C@](C(C(C(OC)=O)OC(C)=O)OC(C)=O)OC(C)=O)=N*)=O Chemical compound CC(OCC([C@](C(C(C(OC)=O)OC(C)=O)OC(C)=O)OC(C)=O)=N*)=O 0.000 description 4
- LTFKLMUIPPGWNV-GSDFCFPNSA-N CC([C@H](C(CC1OC(C)=O)OC(C)=O)OC(C)=O)NC1=O Chemical compound CC([C@H](C(CC1OC(C)=O)OC(C)=O)OC(C)=O)NC1=O LTFKLMUIPPGWNV-GSDFCFPNSA-N 0.000 description 1
Landscapes
- Hydrogenated Pyridines (AREA)
- Saccharide Compounds (AREA)
Abstract
The invention comprises a process for the preparation of 1,5-imino,-1,5,6-trideoxy hexitol. The process comprises reacting methyl-2,3,4,6-tetra-O-acetyl-5- hexulosonic acid oxime with hydrogen and a hydrogenation catalyst to form a 1, 5, 6-triacetoxy acid lactam and reducing and deacetylating the lactam with a reducing agent to form the 1,5-imino hexitol. The invention also comprises tri-O- acetyl-5-amino-5,6-dideoxy-D-gluconic acid lactam.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US19355400P | 2000-03-31 | 2000-03-31 | |
US60/193,554 | 2000-03-31 | ||
CA002362836A CA2362836C (en) | 2000-03-31 | 2001-03-28 | Process for the preparation of 1,5-dideoxy-1,5-imino hexitols from oximes or imines |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002362836A Division CA2362836C (en) | 2000-03-31 | 2001-03-28 | Process for the preparation of 1,5-dideoxy-1,5-imino hexitols from oximes or imines |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2521029A1 true CA2521029A1 (en) | 2001-10-11 |
CA2521029C CA2521029C (en) | 2009-06-23 |
Family
ID=35452379
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002521029A Expired - Fee Related CA2521029C (en) | 2000-03-31 | 2001-03-28 | Process for the preparation of 1,5,-imino, -1,5,6-trideoxy hexitol |
Country Status (1)
Country | Link |
---|---|
CA (1) | CA2521029C (en) |
-
2001
- 2001-03-28 CA CA002521029A patent/CA2521029C/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
CA2521029C (en) | 2009-06-23 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |