JPS60161960A - エリスロ−２−アミノ−１−（４−クロロフエニル）−１−プロパノ−ル硫酸エステルの製造法 - Google Patents

Info

Publication number

JPS60161960A

JPS60161960A JP1590884A JP1590884A JPS60161960A JP S60161960 A JPS60161960 A JP S60161960A JP 1590884 A JP1590884 A JP 1590884A JP 1590884 A JP1590884 A JP 1590884A JP S60161960 A JPS60161960 A JP S60161960A

Authority

JP

Japan

Prior art keywords

erythro

sulfuric acid

chlorophenyl

amino

type compound

Prior art date

1984-01-31

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

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• QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 title claims abstract description 23
• 150000002148 esters Chemical class 0.000 title 1
• QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims abstract description 10
• 238000004519 manufacturing process Methods 0.000 claims description 11
• ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 claims description 10
• 230000018044 dehydration Effects 0.000 claims description 5
• 238000006297 dehydration reaction Methods 0.000 claims description 5
• 150000001875 compounds Chemical class 0.000 abstract description 32
• 238000000034 method Methods 0.000 abstract description 10
• 238000010992 reflux Methods 0.000 abstract description 8
• NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 abstract description 6
• 239000000126 substance Substances 0.000 abstract description 4
• 239000002904 solvent Substances 0.000 abstract description 3
• 230000000895 acaricidal effect Effects 0.000 abstract description 2
• 239000000642 acaricide Substances 0.000 abstract description 2
• UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 abstract 2
• 239000003905 agrochemical Substances 0.000 abstract 1
• 239000003814 drug Substances 0.000 abstract 1
• 229940079593 drug Drugs 0.000 abstract 1
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
• 238000003756 stirring Methods 0.000 description 6
• 238000006243 chemical reaction Methods 0.000 description 5
• 239000013078 crystal Substances 0.000 description 5
• 239000006227 byproduct Substances 0.000 description 3
• 230000035484 reaction time Effects 0.000 description 3
• 150000003467 sulfuric acid derivatives Chemical class 0.000 description 3
• GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 description 2
• 101000932966 Pseudomonas aeruginosa CD-NTase-associated protein 8 Proteins 0.000 description 2
• 238000007796 conventional method Methods 0.000 description 2
• 238000001035 drying Methods 0.000 description 2
• 238000004128 high performance liquid chromatography Methods 0.000 description 2
• 239000000047 product Substances 0.000 description 2
• 239000002002 slurry Substances 0.000 description 2
• 101100162169 Xenopus laevis adrm1-a gene Proteins 0.000 description 1
• 244000309464 bull Species 0.000 description 1
• 239000007795 chemical reaction product Substances 0.000 description 1
• 230000000052 comparative effect Effects 0.000 description 1
• 238000001914 filtration Methods 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• -1 sulfate ester Chemical class 0.000 description 1
• 238000011282 treatment Methods 0.000 description 1