1.
    发明专利
    未知

    公开(公告)号:DE3831716A1

    公开(公告)日:1990-03-22

    申请号:DE3831716

    申请日:1988-09-17

    Applicant: BASF AG

    Abstract: PCT No. PCT/EP89/01050 Sec. 371 Date Jul. 17, 1990 Sec. 102(e) Date Jul. 17, 1990 PCT Filed Sep. 9, 1989 PCT Pub. No. WO90/03386 PCT Pub. Date Apr. 5, 1990.Process for producing dipeptides from non-proteinogenic amino acids with terminal carbon atoms.

    New di:alkoxy-substituted pyrazine derivs. - useful as amino acid and di:peptide intermediates

    公开(公告)号:DE3928510A1

    公开(公告)日:1991-03-07

    申请号:DE3928510

    申请日:1989-08-29

    Applicant: BASF AG

    Abstract: Dialkoxy-pyrazine derivs. (I) are new. R1 = methyl and R2 = methyl or R1 = ethyl and R2 = methyl; R3 = methyl, ispropyl, isobutyl, sec.butyl, tert.butyl or benzyl. Prepn. of (I) is by reaction of (II) with HNR5R6 and a Lewis acid to give (III) followed by hydrolysis of prod. (III) and 6-alkylation. R5 = H or 1-6 alkyl. The 6-alkylation is carried out using a trimethyl-or triethyl-oxonium tetrafluoro -borate. USE/ADVANTAGE - Cpds. (I) are intermediates for amino acids and dipeptides. Cpds. (I) are more suitable as intermediates than the symmetrical dialkoxy-pyraxines described in DE 2934252.

    Alpha-acylaminoacrylic acid esters

    公开(公告)号:DE1946550A1

    公开(公告)日:1971-03-25

    申请号:DE1946550

    申请日:1969-09-13

    Applicant: BASF AG

    Abstract: Alpha-Acylaminoacrylic acid esters of formula (I): are prepd. by treating a metallised oxazoline of formula (II): (where R1 and R4 are alkyl, aryl, heteroaryl, aralkyl, R2 and R3 are organic groups or H, but not both H, and M is an alkali metal or an equiv. of Mg, Zn or Cd) with a proton donor. Starting materials (II) may be prepd. by direct metallisn. of the appropriate oxazoline or by condensing a metallised isocyanoacetic acid ester with a carbonyl cpd.

    Optically active alpha-substd. alanine and glycine derivs. prodn. - from optically active alanine and glycine or their alkyl ester(s) by asymmetric synthesis via piperazine-2,5-di:one cpds.

    公开(公告)号:DE2934252A1

    公开(公告)日:1981-03-12

    申请号:DE2934252

    申请日:1979-08-24

    Applicant: BASF AG

    Abstract: New processes are claimed for the prodn. of pure or substantially pure optically active alpha-aminoacid derivs. of the formulae Me-C(R1)(NH2)-COOR' (Ia) and R1-CH(NH2)-COOR' (Ib) in which R1 is a non-aromatic organic residue and R' is H or 1-4C alkyl. The first step in the prodn. of (Ia) comprises self-condensation of pure or substantially pure optically active alpha-alanine or its 1-4C alkyl ester to give (R,R)-3,6-dimethyl piperazine-2,5-dione (IIIa) or (S,S)-3,6-dimethylpiperazine-2, 5-dione (IIIb). The first step in the prodn. of (Ib) comprises reaction of glycine or a glycine 1-4C alkyl ester with a pure or substantially pure optically active alpha-methyl-phenylalanine deriv. of the formula Me-C(R2)(NH2)-COOR' (IIc) (where R2 is benzyl opt. substd. in the phenyl residue) to give a 3R- or 3S-3-methyl-3-R2-piperazine-2, 5-dione (IIIc) or (IIId); alternatively, (IIIc) or (IIId) may be prepd.via the corresponding open chain dipeptides by conventional methods. Subsequently, (IIIa)-(IIId) are reacted with an alkylating agent to give a corresponding 2,5-di(1,4-C alkoxy)-3,6-dihydropyrazine deriv.(IVa-d). This is reacted at least an equivalent amount of a strongly basic organometallic cpd. to give a deriv. of (IVa-d) monosubstd. in the 6-position by the metal of the organometallic cpd., and the metal deriv. is reacted with a cpd. R1-Y(V) (where Y is a residue which can be split off as an anion). The resulting deriv. of (IVa-d) substd. in the 6-position by R1 is hydrolysed by means of an acid, and (Ia) or (Ib) is isolated from the hydrolysis mixture by conventional methods. Also claimed are corresponding 2,5-dialkoxy-3,6-dihydro-pyrazine derivs.

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