JPS5716899A - Production of 24 (r) or 24 (s)-hydroxycholesterol - Google Patents

Info

Publication number

JPS5716899A

JPS5716899A JP9051980A JP9051980A JPS5716899A JP S5716899 A JPS5716899 A JP S5716899A JP 9051980 A JP9051980 A JP 9051980A JP 9051980 A JP9051980 A JP 9051980A JP S5716899 A JPS5716899 A JP S5716899A

Authority

JP

Japan

Prior art keywords

compound

formula

produce

optically active

reaction

Prior art date

1980-07-04

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
• Discuss

• IOWMKBFJCNLRTC-RNCHBCSGSA-N (24R)-24-hydroxycholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CC[C@@H](O)C(C)C)[C@@]1(C)CC2 IOWMKBFJCNLRTC-RNCHBCSGSA-N 0.000 title abstract 2
• IOWMKBFJCNLRTC-XWXSNNQWSA-N (24S)-24-hydroxycholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CC[C@H](O)C(C)C)[C@@]1(C)CC2 IOWMKBFJCNLRTC-XWXSNNQWSA-N 0.000 title abstract 2
• IOWMKBFJCNLRTC-UHFFFAOYSA-N 24S-hydroxycholesterol Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(C)CCC(O)C(C)C)C1(C)CC2 IOWMKBFJCNLRTC-UHFFFAOYSA-N 0.000 title abstract 2
• 150000001875 compounds Chemical class 0.000 abstract 4
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
• 238000006243 chemical reaction Methods 0.000 abstract 2
• 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
• SNOXQOOPUCMFPS-ZLNGONTQSA-N (1s,3z)-3-[(2e)-2-[(1r,3as,7ar)-1-[(2r)-5-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1h-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCC(O)C(C)C)=C\C=C1\C[C@@H](O)CCC1=C SNOXQOOPUCMFPS-ZLNGONTQSA-N 0.000 abstract 1
• DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 abstract 1
• PPTXVXKCQZKFBN-UHFFFAOYSA-N (S)-(-)-1,1'-Bi-2-naphthol Chemical group C1=CC=C2C(C3=C4C=CC=CC4=CC=C3O)=C(O)C=CC2=C1 PPTXVXKCQZKFBN-UHFFFAOYSA-N 0.000 abstract 1
• 239000004040 24-hydroxy-cholecalciferol Substances 0.000 abstract 1
• HIAJCGFYHIANNA-QIZZZRFXSA-N 3b-Hydroxy-5-cholenoic acid Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@@H](CCC(O)=O)C)[C@@]1(C)CC2 HIAJCGFYHIANNA-QIZZZRFXSA-N 0.000 abstract 1
• 239000012442 inert solvent Substances 0.000 abstract 1
• 239000012280 lithium aluminium hydride Substances 0.000 abstract 1
• -1 lithium aluminum hydride Chemical compound 0.000 abstract 1
• WQMNNHNWITXOAH-UHFFFAOYSA-M magnesium;prop-1-ene;bromide Chemical compound [Mg+2].[Br-].CC=[CH-] WQMNNHNWITXOAH-UHFFFAOYSA-M 0.000 abstract 1
• 239000003960 organic solvent Substances 0.000 abstract 1
• 230000003647 oxidation Effects 0.000 abstract 1
• 238000007254 oxidation reaction Methods 0.000 abstract 1
• 125000006239 protecting group Chemical group 0.000 abstract 1
• 238000006722 reduction reaction Methods 0.000 abstract 1
• 239000007858 starting material Substances 0.000 abstract 1
• YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1

Cited By (3)