DD247680A5 - Verfahren zur herstellung von phosphatidylverbindungen - Google Patents

Info

Publication number

DD247680A5

DD247680A5 DD85278881A DD27888185A DD247680A5 DD 247680 A5 DD247680 A5 DD 247680A5 DD 85278881 A DD85278881 A DD 85278881A DD 27888185 A DD27888185 A DD 27888185A DD 247680 A5 DD247680 A5 DD 247680A5

Authority

DD

German Democratic Republic

Prior art keywords

formula

compound

acid

group

starting compounds

Prior art date

1984-07-25

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• 150000001875 compounds Chemical class 0.000 title claims abstract description 128
• 238000000034 method Methods 0.000 title claims abstract description 108
• 230000008569 process Effects 0.000 title claims abstract description 24
• 238000002360 preparation method Methods 0.000 title claims description 15
• -1 1,2-dihydroxyethyl Chemical group 0.000 claims abstract description 250
• 150000003839 salts Chemical class 0.000 claims abstract description 98
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 43
• 125000001931 aliphatic group Chemical group 0.000 claims abstract description 39
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 37
• 239000001257 hydrogen Substances 0.000 claims abstract description 28
• 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 28
• 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 26
• DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims abstract description 22
• 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims abstract description 22
• 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 claims abstract description 19
• 125000003277 amino group Chemical group 0.000 claims abstract description 17
• UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 claims abstract description 17
• 125000001589 carboacyl group Chemical group 0.000 claims abstract description 16
• 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 15
• QNAYBMKLOCPYGJ-UHFFFAOYSA-N D-alpha-Ala Natural products CC([NH3+])C([O-])=O QNAYBMKLOCPYGJ-UHFFFAOYSA-N 0.000 claims abstract description 14
• QNAYBMKLOCPYGJ-UWTATZPHSA-N L-Alanine Natural products C[C@@H](N)C(O)=O QNAYBMKLOCPYGJ-UWTATZPHSA-N 0.000 claims abstract description 14
• 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims abstract description 12
• 239000004471 Glycine Substances 0.000 claims abstract description 11
• QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims abstract description 11
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• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 16
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• MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 claims description 12
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• 238000003776 cleavage reaction Methods 0.000 claims description 10
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
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• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 9
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• 229960002989 glutamic acid Drugs 0.000 claims description 8
• JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 8
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• 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims description 6
• 125000004414 alkyl thio group Chemical group 0.000 claims description 6
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• JLLYLQLDYORLBB-UHFFFAOYSA-N 5-bromo-n-methylthiophene-2-sulfonamide Chemical compound CNS(=O)(=O)C1=CC=C(Br)S1 JLLYLQLDYORLBB-UHFFFAOYSA-N 0.000 claims description 5
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• 125000004423 acyloxy group Chemical group 0.000 claims description 5
• 150000001412 amines Chemical class 0.000 claims description 5
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• WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 5
• 229910052799 carbon Inorganic materials 0.000 claims description 5
• 229960002429 proline Drugs 0.000 claims description 5
• 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
• CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 claims description 4
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• ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 claims description 4
• CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims description 4
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• CNBUSIJNWNXLQQ-NSHDSACASA-N (2s)-3-(4-hydroxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid Chemical compound CC(C)(C)OC(=O)N[C@H](C(O)=O)CC1=CC=C(O)C=C1 CNBUSIJNWNXLQQ-NSHDSACASA-N 0.000 claims description 3
• KJSNYCUUFHJMPM-UHFFFAOYSA-N 2-(5-oxo-1,3-oxazolidin-4-yl)acetic acid Chemical compound OC(=O)CC1NCOC1=O KJSNYCUUFHJMPM-UHFFFAOYSA-N 0.000 claims description 3
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