IE38777L - Optical antipodes of pantolactone - Google Patents

Optical antipodes of pantolactone

Info

Publication number
IE38777L
IE38777L IE740126A IE12674A IE38777L IE 38777 L IE38777 L IE 38777L IE 740126 A IE740126 A IE 740126A IE 12674 A IE12674 A IE 12674A IE 38777 L IE38777 L IE 38777L
Authority
IE
Ireland
Prior art keywords
lithium
pantoate
pantolactone
polar solvent
optically
Prior art date
Application number
IE740126A
Other versions
IE38777B1 (en
Original Assignee
Jenapharm Veb
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Jenapharm Veb filed Critical Jenapharm Veb
Publication of IE38777L publication Critical patent/IE38777L/en
Publication of IE38777B1 publication Critical patent/IE38777B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/26Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D307/30Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D307/32Oxygen atoms
    • C07D307/33Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/01Saturated compounds having only one carboxyl group and containing hydroxy or O-metal groups
    • C07C59/10Polyhydroxy carboxylic acids

Abstract

1395458 Optical resolution of D,L-pantolactone JENAPHARM VEB 29 Oct 1973 [4 June 1973] 50169/73 Heading C2C The optical resolution of D,L-pantolactone is effected by converting the latter into D,L- lithium pantoate, resolving this racemic salt by selective crystallization from a polar solvent (e.g. CH 3 OH, C 2 H 5 OH) or by electrostatic separation of the racemic mixture crystallized from a polar solvent and subsequently converting the optically-active forms of lithium pantoate thus produced into optically-active pantolactone. The undesired optically-active form of lithium pantoate obtained as a by-product is preferably dissolved or suspended in a polar solvent (e.g. H 2 O, CH 3 OH, C 2 H 5 OH) and racemized at an elevated temperature (e.g. 120-180‹ C.) and optionally in the presence of a basic catalyst (e.g. an aliphatic amine or an alkali metal hydroxide or carbonate). The D,L-lithium pantoate is obtained by reacting D,L-pantolactone with a basic lithium compound (e.g. LiOH, Li 2 CO 3 ) in a polar solvent or by the double decomposition of an appropriate pair of salts (e.g. calcium pantoate/lithium oxalate, barium pantoate/lithium sulphate) in an aqueous medium. [GB1395458A]
IE126/74A 1973-06-04 1974-01-22 Process for the preparation of the optical antipodes of pantolactone IE38777B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DD171272A DD109380A1 (en) 1973-06-04 1973-06-04

Publications (2)

Publication Number Publication Date
IE38777L true IE38777L (en) 1974-12-04
IE38777B1 IE38777B1 (en) 1978-05-24

Family

ID=5491480

Family Applications (1)

Application Number Title Priority Date Filing Date
IE126/74A IE38777B1 (en) 1973-06-04 1974-01-22 Process for the preparation of the optical antipodes of pantolactone

Country Status (18)

Country Link
JP (1) JPS5512433B2 (en)
AR (1) AR201439A1 (en)
AT (1) AT339511B (en)
BE (1) BE828391Q (en)
CH (2) CH603613A5 (en)
CS (1) CS179302B1 (en)
DD (1) DD109380A1 (en)
DE (1) DE2350610C3 (en)
FR (1) FR2231638B1 (en)
GB (1) GB1395458A (en)
IE (1) IE38777B1 (en)
IS (1) IS949B6 (en)
IT (1) IT1035078B (en)
NL (1) NL7407401A (en)
RO (2) RO63651A (en)
SE (1) SE417511B (en)
SU (1) SU577997A3 (en)
YU (1) YU36945B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2401898A1 (en) * 1977-09-05 1979-03-30 Aec Chim Organ Biolog NEW SALT OF PATOIC ACID
CN112047906A (en) * 2019-06-07 2020-12-08 帝斯曼知识产权资产管理有限公司 Racemization method of pantoyl lactone
CN111499602B (en) * 2020-05-14 2022-06-07 安徽泰格生物科技有限公司 Method for extracting D-pantolactone from DL-pantolactone split liquid by calcium salt method

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1522111A (en) * 1966-05-10 1968-04-19 Fuji Chemical Ind Process for resolving racemic ammonium pantoate
JPS5021448B1 (en) * 1966-05-10 1975-07-23

Also Published As

Publication number Publication date
AU6942374A (en) 1975-11-27
IS949B6 (en) 1976-10-04
JPS5052052A (en) 1975-05-09
FR2231638A1 (en) 1974-12-27
SE417511B (en) 1981-03-23
GB1395458A (en) 1975-05-29
NL7407401A (en) 1974-12-06
YU36945B (en) 1984-08-31
FR2231638B1 (en) 1976-06-25
RO69917A (en) 1981-06-21
DD109380A1 (en) 1974-11-05
DE2350610B2 (en) 1975-05-22
CH603613A5 (en) 1978-08-31
CH602691A5 (en) 1978-07-31
CS179302B1 (en) 1977-10-31
YU152874A (en) 1982-06-18
AR201439A1 (en) 1975-03-14
IE38777B1 (en) 1978-05-24
IS2215A7 (en) 1974-12-05
RO63651A (en) 1978-09-15
BE828391Q (en) 1975-08-18
AT339511B (en) 1977-10-25
DE2350610A1 (en) 1974-12-19
ATA435974A (en) 1977-02-15
IT1035078B (en) 1979-10-20
SE7407275L (en) 1974-12-05
DE2350610C3 (en) 1976-01-02
JPS5512433B2 (en) 1980-04-02
SU577997A3 (en) 1977-10-25

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