JP2016515564A5 - - Google Patents

Info

Publication number

JP2016515564A5

JP2016515564A5 JP2016504702A JP2016504702A JP2016515564A5 JP 2016515564 A5 JP2016515564 A5 JP 2016515564A5 JP 2016504702 A JP2016504702 A JP 2016504702A JP 2016504702 A JP2016504702 A JP 2016504702A JP 2016515564 A5 JP2016515564 A5 JP 2016515564A5

Authority

JP

Japan

Prior art keywords

formula

compound

acid

composition

facbc

Prior art date

2014-03-28

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

• Espacenet
• Global Dossier
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• 238000000034 method Methods 0.000 claims 17
• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 13
• 239000000203 mixture Substances 0.000 claims 11
• 150000001875 compounds Chemical class 0.000 claims 9
• 229940027541 fluciclovine f-18 Drugs 0.000 claims 6
• NTEDWGYJNHZKQW-KWCOIAHCSA-N 1-amino-3-fluoranylcyclobutane-1-carboxylic acid Chemical compound OC(=O)C1(N)CC([18F])C1 NTEDWGYJNHZKQW-KWCOIAHCSA-N 0.000 claims 5
• -1 t- butyl Chemical group 0.000 claims 4
• APCSZMINSACNSQ-GDXQLDMOSA-N N[C@@H]1C[C@H](C1)[18F] Chemical compound N[C@@H]1C[C@H](C1)[18F] APCSZMINSACNSQ-GDXQLDMOSA-N 0.000 claims 3
• 239000002253 acid Substances 0.000 claims 3
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
• NTEDWGYJNHZKQW-DGMDOPGDSA-N fluciclovine ((18)F) Chemical compound OC(=O)[C@]1(N)C[C@H]([18F])C1 NTEDWGYJNHZKQW-DGMDOPGDSA-N 0.000 claims 3
• UQSQSQZYBQSBJZ-UHFFFAOYSA-N fluorosulfonic acid Chemical group OS(F)(=O)=O UQSQSQZYBQSBJZ-UHFFFAOYSA-N 0.000 claims 3
• LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 3
• AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 2
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
• ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 claims 2
• LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 claims 1
• HWTDMFJYBAURQR-UHFFFAOYSA-N 80-82-0 Chemical compound OS(=O)(=O)C1=CC=CC=C1[N+]([O-])=O HWTDMFJYBAURQR-UHFFFAOYSA-N 0.000 claims 1
• KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims 1
• 125000000217 alkyl group Chemical group 0.000 claims 1
• 150000001408 amides Chemical group 0.000 claims 1
• 125000006242 amine protecting group Chemical group 0.000 claims 1
• 150000001412 amines Chemical group 0.000 claims 1
• 125000003118 aryl group Chemical group 0.000 claims 1
• SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 claims 1
• 229940092714 benzenesulfonic acid Drugs 0.000 claims 1
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
• KRHYYFGTRYWZRS-BJUDXGSMSA-M fluorine-18(1-) Chemical compound [18F-] KRHYYFGTRYWZRS-BJUDXGSMSA-M 0.000 claims 1
• 238000010438 heat treatment Methods 0.000 claims 1
• 125000005462 imide group Chemical group 0.000 claims 1
• 229940098779 methanesulfonic acid Drugs 0.000 claims 1
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
• 125000005544 phthalimido group Chemical group 0.000 claims 1
• 239000002243 precursor Substances 0.000 claims 1
• 239000011541 reaction mixture Substances 0.000 claims 1