Equilibres conformationnels de glucides au niveau de liaisons s̀ sp2-sp3 CC. II Dérivés d'hydrozones d'aldéhydo-sucres

✍ Scribed by J. M. J. Tronchet; Br. Baechler; A. Jotterand; Mlle F. Perret

• Publisher: John Wiley and Sons
• Year: 1971
• Tongue: German
• Weight: 991 KB
• Volume: 54
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.19710540618

✦ Synopsis

h) As an alternative, 10 g (0.00 mole) XV, I 0 g (0.12 iiiole) IStMgHr,, and 100 in1 Bt,O is treated at 0" with bromide dissolved in H,O, NaHC'O, ailcletl, tlic mixture filtered, and thc ethcr h y e r separated. '1s evaporation of the rthereal solution giveis only 0.3 g X X , the aqueous layer is evaporated to dryncss m d the rcsitluc twice cxtractcil with 250 nil ('HCI,. l>istillation of the combined CHC' L1 extracts gives S.2 g (77.0';(,) XS, b.p. 9-0.2"/0.5 'lorr, Tvhich solidifies a t room temperature, n1.p. 42.5-43" ( l i t . [ O ] b.p. 01-~03"/0.5 Torr, m.p. 42-44"). The 311'and lH-NMR. spectra agreed with tliosc of an authentic s;implc ['I]. c b \ /

IS. (CIC'H,)zt'(S) k3-h ( S X I ) . Thc crude rc.action mixture from 6 g (0.036 molc) X V >( c b and 1.5.0.5 g (0.072 iiiolc) I'hh1gT:r in 50 1111 Et,O \-as hyclrolyzccl \villi NH,CI-solution, the Et,Ophase scparatcd, arid ether tlislillctl o f f . 'l'tic residue w a s talien u p in benzene, sulfur atldcd, licatetl under rcflux for 5 h, t h e 1)cnzeiie cva.poTiitcd, :inel thc product several tinies recrystallized from Et,O/hexanc. Crystalline S X I was obtained ni.p. 41-41.5". C,H,CI,I'S (239.1) Calc. C 40.18 H 3.79'7" Founcl C : 40.09 H 3.75';" KIGI>I( )G 1<,U'lIY [ l ] L . 2fazr:r, Part 52 Phosphorus, in print.