|
|
 
IFI
Claims Patent Services
Full
Record
| Title: |
BIS(AMINOMETHYL)PHOSPHINIC
ACID DERIVATIVES AND PROCESS FOR THE PREPARATION OF
BIS(AMINOMETHYL)PHOSPHINIC ACID DERIVATIVES |
| Inventor(s): |
Budt Karl-Heinz, DE
Peyman Anuschirwan, DE
Spanig Jorg, DE |
| Patent
Assignee(s): |
Hoechst AG DE |
| Patent Number: |
US 5608098 |
| Patent Date: |
19970304 |
| Application
Number: |
US 525787 |
| Application
Date: |
19950928 |
| Exemplary
Claim(s) |
1. A process for
the preparation of compounds of the formula VI
R4-NH-CH(-R2)-P(=O)(-O-R5)-CH(-R3)-NH-R4 (IV)
in which R2 and R3, independently of one another, are hydrogen,
(C1-C18)-alkyl, (C2-C18)-alkenyl, (C2-C18)-alkynyl, where alkyl,
alkenyl and alkynyl are unsubstituted or substituted one or more times
by fluorine, chlorine, bromine, COOH, oxo, NO2, NH2,
NHC(O)-(C1-C6)-alkyl, NHC(O)-(C6-C12)-aryl, CN, OH, CHO,
CH-((C1C6)-alkoxy)2, SO3H, C(O)-O-(C1-C6)-alkyl, C(O)-O-(C6-C12)-aryl,
C(O)-(C1-C6)-alkyl, C(O)-(C6-C12)-aryl, O-C(O)-(C1-C6)-alkyl,
OC(O)-(C6-C12)-aryl, (C1-C6)-alkoxy; are (C6-C12)-aryl,
(C7-C22)arylalkyl, where aryl is unsubstituted or substituted one or
more times by fluorine, chlorine, bromine, NO2, NH2,
NHC(O)-(C1-C6)alkyl, NHC(O)-(C6-C12)-aryl, CN, OH, COOH, (C1-C6)-alkyl,
(C1C6)-alkoxy, C(O)-O-(C1-C6)-alkyl, C(O)-O-(C6-C12)-aryl,
C(O)-(C1C6)-alkyl, C(O)-(C6-C12)-aryl, O-C(O)-(C1-C6)-alkyl,
O-C(O)-(C6C12)-aryl; or are P(O)(OH)2, P(O)(OR23)2, where R23
independently of one another is (C1-C6)-alkyl, (C6-C12)-aryl or
(C7-C13)arylalkyl and where aryl is unsubstituted or substituted one or
more times by fluorine, chlorine, bromine, NO2, CN, OH, COOH,
(C1-C6)-alkyl, (C1-C6)-alkoxy, C(O)-O-(C1-C6)-alkyl,
C(O)-O-(C6C12)-aryl, C(O)-(C1-C6)-alkyl, C(O)-(C6-C12)-aryl,
O-C(O)-(C1C6)-alkyl or O-C(O)-(C6-C12)-aryl, where R2 and R3 are not
simultaneously hydrogen; R4 is a protective group for the amino
function and R5 is (C1-C18)-alkyl, (C2-C18)-alkenyl, (C2-C18)-alkynyl,
(C6C12)-aryl, (C7-C20)-arylalkyl, where alkyl, alkenyl, alkynyl and
aryl are unsubstituted or substituted one or more times by fluorine,
chlorine, bromine, oxo, NO2, NH2 or protected form, CN, OH, COOH,
(C1-C6)-alkyl, (C1-C6)-alkoxy, C(O)-O-(C1-C6)alkyl,
C(O)-O-(C6-C12)-aryl, C(O)-(C1-C6)-alkyl, C(O)-(C6-C12)aryl,
O-C(O)-(C1-C6)-alkyl, O-C(O)-(C6-C12)-aryl, which comprises converting
a compound of the formula IV R4-NH-CH(-R6)-P(=O)(-O-R5)-CH(-R7)-NH-R4
(IV)
in which R4 and R5 have the abovementioned meaning and R6 and R7
independently of one another are H, Cl or Br, where not both radicals
are simultaneously hydrogen a) by reaction with a base to a compound of
the formula Va or Vb R4-N=CH-P(=O)(-O-R5)-CH=N-R4 (Va)
R4-N=CH-P(=O)(-O-R5)-CH2-NH-R4 (Vb)
where R4 and R5 have the abovementioned meanings and for the
preparation of the compound VI, a compound of the formula Va or Vb is
reacted with carbon nucleophiles; or b) the compound of the formula VI
is prepared by direct reaction of a compound of the formula IV with
R22Cu(CN)Li2, R2Li, R2MgX, R2ZnX, R22Zn, R24-nTiR22n (n<4),
P(O-R23)3, where R2 has the abovementioned meaning; R22 is
N-((C1-C6)-alkyl)2, O-(C1-C6)alkyl, O-(C6-C12)-aryl, where aryl is
unsubstituted or substituted by fluorine, chlorine, bromine, NO2, NH2
or protected form, CN, OH, COOH, C(O)-O-(C1-C6)-alkyl, (C1-C6)alkyl,
(C1-C6)-alkoxy, or is a tartaric acid derivative; and, R23 is
(C1-C6)-alkyl (C6-C12)-aryl, (C7-C13)-arylalkyl, where aryl is
unsubstituted or substituted one or more times by fluorine, chlorine,
bromine, NO2, CN, OH, COOH, (C1-C6)-alkyl, (C1-C6)-alkoxy,
C(O)-O-(C1-C6)-alkyl, C(O)-(C1-C6)-alkyl, OC(O)-(C1-C6)-alkyl, and X is
a leaving group. |
| Main US
Classification |
558145000 |
| Secondary US
Classification |
558155000
558158000
558159000 |
| Main
International Classification |
C07F-009/30 |
| Secondary
International Classification |
C07F-009/32
C07F-009/38
C07F-009/40 |
|
|
12.08.2026