SCIENTIFIC ABSTRACT KOVAR, J. - KOVARI, I.

• Document Type: CREST
• Collection: Scientific Abstracts
• Document Number (FOIA) /ESDN (CREST): CIA-RDP86-00513R000825620011-6
• Release Decision: RIF
• Original Classification: S
• Document Page Count: 100
• Document Creation Date: November 2, 2016
• Sequence Number: 11
• Publication Date: December 31, 1967
• Content Type: SCIENTIFIC ABSTRACT

YOVAR, J. SKLENTAR, 1.
Welding metal valves. P. 393 (I'laboproudy O't-,zor. Pruh-n. Vol . I no. ;-uf,:.
SO: Ilonthly List of East Europe-an Accessionz-, (MIL), Ik;, Vol. ?T
June 1955, Uncl. 1~ .0. 03

Kovar, J.
"Correlation.
P. 656 (Cbemie, Vol. 9, no. 5, Nov. 1950
Monthly Index of East European Accessions (EKAI) I.C,Vol. 7, No. 6, June 1958

KO-VA-R, J
Nomenclatu e andsymobols in sterochemistry.
P. 104. (Cherme, Vol. 9, no. 1. Apr. 1957, Praha, Chexechoslovakia)
Monthly Index of eact Furopean Accessions (EFAI) L.C. Vol. 7, no. 2,
February 1958

CZE%fIH03LOVAKIA / Organic Chemistry. Natural Substa- - G
and Their Synethetic Analogues.
Abs Jour Ref. Zhur. - Khimiya, No. 15, 1958, No. 50499
Author Lukes, R; Blaha, K.; Kovar, J.
Inst
Title Structure of Nitrogen-contail-ning Substances.
III. Structure of Sedamine.
OrIS Pub : Chem. Listy, 1957, 51, #5, 927-936 (Czech);
Collect ozechool. chem. commun., 1958, 23,
#2, 306-316 (Ger).
Abstract : Stereoisomers of 2-(p-pheny1-p-oVet.V1)-
piperldidine-nor-sedamine (I) and nor-01o-
sedamine (II) form stereoisomeric 3,4-tetra-
mothylone-6-phonyl-tetrahydro-1,3-oxazine (III)
and allo-3,4-tetramethylone-6-phenyl-totrahydro-
Card 1/ 7

CZECHOSLOVAKIA / Organic Chemistry. Natural Substances G
and Their Synethetle Analogues.
Abs Jour Ref. Zhur. - Khimiya, No. 15, 1958, No. 50499
1,3-oxazine (IV), upon reaction with HCOH. In
a similar manner I and n-NO 0 H 9 CHO (V) gave
-L/80% 2-n-iiitrophenyl-3,4-?~trgm'~thylone-6-
phenyltetrahydro-1,3-Oxazine (VI). At the same
conditions II and V gave only - 20%o of stereo-
isomeric allo-2-n-nitrophonyl-,3-4-tetramothylene-
6-phenyltetrahydro-1,3-oxazine (VII). Mixture
of I and 11 (1:1) with a mole of V yielded only
V1. Compound VII may be hydrolized 60 times
fnster than VI. only I led to the correspond-
inS tetrahydrooxazine derivative, with piperonal
(VIII), while II didn't react. with VIII at all.
Compounds derived from I were therefore most
stable. Based on structure analysis, I had an
erithro, and II three structure. Thorefol-c,
Card 21T

OZEChOSIDVAKIA / organic Chemistry. Natural Substan,
and Their Synethetic Analogues.
Abs Jour Ref. Zhur. - Xhimiya, No, 15, 1958, No. 50499
upon methylation of I with CH20 and HCOOH sedamino
(IX) (crithro) was formed while methylation of
II yielded allo-sedamino (X) which is throo-l-
mothyl-2-(B-phenyl-B-oxyotliyl)-piperidino. Re-
actions of tel-ahydro dorivativet3 deacribcd
above permit determination of the geno.ral struc-
ture of corresponding B-aminoalcohols. Upon
reduction of 2-phenacylpiperldine (XI) with
LiAlH4 I and II (ratio 1:4) were formed. Upon
reduction of XI-hydrochloride with Pt (from
Pt02 In CH30H) (200) were obtained: 1 (30,:,:.-4
yield), 11 (25% yield). Methylation of 1 +
11 mixture with 37% HCOH and 95% HCOOH (12 hours
1100) led to the formation of a 75% mixture of
Card 3/7

CZECHOSLOVAKIA / Organic Chomlatryb_ Natural Substancon G
and Thoir Synothetic Analoguos.
Abs jour Refa -If1hur. - Kh1miya, No, 15, 1958, No. j0499
IX and X. Reduction of XI (after Methylation of
I and I! with a general yield of 4214) with
UAlH4 yielded a mixture of IX and X (1:5.5)
I m.p. 98-990 (from benzene etr. ether); M
hydrochloride m.p. 158-159. Mom acetone
CH-OH) M.P.of: 11-112-1130 (fr. benzene-betr.-
etLr), !I chloride 153-1540 (fr. acetone).
From 1, 37% aq. HGOH and 95% HOOOH (12 hours
1100) IX could be prepared, 75% yield, m.p. 69-
900 (from pet.-ether). By analogy II yielded
X, 82% yield, m.p. 67-680. 0.3 g II in 4 ml
e;laclal CH3COOH, 85 09 CrO In 3 W! CH COOH
and 0.5 ml H20 (50-600, -;0 min) gave iL 34%
yield. Melting points of XI and derivatives
Gdrd 4/7

CZECHOSLOVAKIA / Organic Chemistry. Natural Substane. G
and Their Syn(:,thetic Analogues.
Abs Jour Ref. Zhur. - Xhimiya, No. 15, 1950'.., No. 50499
were; XI, B.F. 1650/8mm; p1crate, 161-1620,
bromide 182-182.50 (from acetone-Ch-~OH). From
0.5 g I and 0.375 g V in C6H6 (3 hoqro of
azeotropio digtillation of water) VI was pre-
9 pared (85% yield). M.P. of VI and derivatives;
VI 118-1190 (fr. other-pat. othor), VI-picrato
208-2090, VI-chlorohydrate 212-213 (from acetone-
CH30H)- From a mixture of 250 mg I and 250 mg
II with 190 mg V were obtained 250 mg VI and 180
mg of regonerated 11. 200 mg VI In -0.5 n H01
(48 hours, 200) yielded 165 mg VI. At 100~J VI
waa hydrolyzed to I and V in 1 hour. As do-
cribed earlier II and V (upon chromatography)
gave VII, 12.1% yield, m.p. of derivatives: VII -
Card 5/ 7

CZECHOSLOVAKIA / organic CheaLstry. Natural Substances G
and Their Synethetic Analogues.
Abe Jour Ref. Zhur. - Kh1miya, No. 15, 1958, No. 50499
125-1260 (fr. benzene pet. ether); picrato -
177.5-178-50. Boiling II and V in chlorobenzone
lor 6 hours, lod to the formation of 42.5% VIIj
which can be hydrolyzed In 3 hours t0 II and V
(90%) by 0&5 n H01, at -"-~00 . From 0.25 9 1
and 0.15 9 VIII, In boiling chlorobenzenc, 2-
(3,4-methylene-dioxyphenyl)-3,4-tetrameth~,lene-
6-phenyltetrahydro-1,3-Oxazine, 0.205 g yield,
m-p- 117-1180 (fr. pet. ether); pIcratc m.p.
2090 (fr. acetone - CH3bH) was preperc(l. In
bunzene this reaction could not be achieved.
Il didn't react with VIII, even in chlorc-berize-e.
upon reaction of I with an aq. solutft,~ii .2 HICOH
in presence of K 00 (10 hours, 1;1 was
formed, 90% yie1g, ;-?- 1750/12 mm or 165 /8mTa,
C~rd 6/7

CZECHOSLOVAKIA / Organic Chemistry. Natural SubBtanv.--_ G
and Their Synethetic Analogues.
Abs Jour Ref. Zhur. - KhImiya, No. 15, 1958, No. 50499
m-P. 39-400, chlorohydrate's m.p. 184-1860 (fr.
acetone), picrate'G m.p. 1400, ohlorohydrate's
m.p. 184-1860 (fr. acetone), plorate's m.p. 3.400
(from alc'j. III could not be hydrolyzed appre-
ciably upon 1-iling with an aqueous-alcoholic
sol. of H101- -Upon reduction of III by LiAlH4
in other (1.5 hour boiling) IX vas formed, 87%
yield. A similar reaction of 0 50~ II anO CH20
yielded 46 mg of IV, b.p. 160-1~5 8 mm, picrates
m-P. 1550 (from water). Upon slov; distillation
of 130 LIS IV with 10 ml alcohol and 1 ml 1n HOL,
95 mg II were prepared. CH20 was also formed.
Upon reduction of IV by LiA1114 In ether X was ob-
tained with a 66%j yield. Article II, see R. Z.
KhIm, 1957, 51108. T.
Card 7/7

X-
CZECHOSLOVAKIA Organic Chemistry. General and G
Theoretical Topics of Organic Chemistry.
Abs Jour: Ref Zhur-Khimiyas No 18, 1958, 60814-
Author Rudolf Lukeso.Jan Kovarp Jan Kloubekp Karel Blaha.
Inst
Title t Configuration of Nitrogen Containing Substances*
IV9 Absolute Configuration of Optically Active
P -Amino- P-4henylpropionic Acid**
Orig Pub: ChemA listyp 1957, 51j No 8$ 1501-1509.
Abstract: The absolute configuration of optically active
substituted p-amino- 0-phenylproplonic acids was
established by the correlation with :~ -aminophenyl-
acetic acids, the configuration of which is known.
Card 1/11

CZECHOSLOVAKIA / Organic Chemistry. General and G
Theoretical Topics of Organic Chemistry.
Abs Jour: Ref Zhur-Khimiya., No 18, 19581 60814-
Abstract: The lengthening of the racemate chain or of the
optiually active 0(-aminophenylacetic acid
according to Arndt-D-istert reaction did not
succeed, because chlorides of corresponding
N-formyl- or N-tosylsubstituted acids did not
produce diazoketones. 3;2 g of 0(-phthalimi-
dophenylacetic acid (I) hlorides melting oint
143 to 1440 (from benzene) is obtained of ~ g
of I and 10 ml of S0012 (1 hour boiling), that
acid chloridep interacting with ether solution
of C112Njo produces c