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"O1,O2;O3,O4;O5,O6-triisopropylidene-D-glucitol" is a complex organic compound derived from D-glucitol, a sugar alcohol. O1,O2;O3,O4;O5,O6-triisopropylidene-D-glucitol is characterized by the presence of three isopropylidene groups, which are formed by the reaction of acetone with the hydroxyl groups at specific positions on the D-glucitol molecule. The numbers in the compound's name indicate the positions of the hydroxyl groups that have been modified: O1 and O2, O3 and O4, and O5 and O6. These modifications result in the formation of a cyclic acetal structure, which protects the hydroxyl groups from further reactions. O1,O2;O3,O4;O5,O6-triisopropylidene-D-glucitol is often used in organic synthesis as a protecting group for polyols, allowing for selective reactions at other sites on the molecule. The triisopropylidene protection is labile under acidic conditions, which can be used to remove the protecting groups when needed.

4239-88-7

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4239-88-7 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4239-88-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,2,3 and 9 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 4239-88:
(6*4)+(5*2)+(4*3)+(3*9)+(2*8)+(1*8)=97
97 % 10 = 7
So 4239-88-7 is a valid CAS Registry Number.

4239-88-7Relevant academic research and scientific papers

Synthesis of a trihydroxylated aminoazepane from D-glucitol by an intramolecular aziridine ring opening

Valle, Marcelo Siqueira,Braga, Raquel Marques

scheme or table, p. 2874 - 2876 (2009/05/28)

Transformation of D-glucitol into its 1,6-diazido derivative allowed its conversion into the polyhydroxylated aminoazepane ring in a one-pot reaction using Ph3P and H2O. Georg Thieme Verlag Stuttgart.

SOME ASPECTS OF THE ISOPROPYLIDENATION OF D-GLUCITOL UNDER NEUTRAL CONDITIONS

Chittenden, Gordon J. F.

, p. 81 - 88 (2007/10/02)

Isopropylidenation of D-glucitol (1) under neutral conditions, by treatment with 2,2-dimethoxypropane in 1,2-dimethoxyethane, has been studied.An improved procedure for the isolation of 1,2:5,6-di-O-isopropylidene-D-glucitol, the main equilibrium product, by direct crystallisation or via the 3,4-dibenzoate is described.Some aspects of the reaction are discussed and compared with results obtained previously from the isopropylidenation of 1 in the presence of zinc chloride.

REINVESTIGATION OF THE ACETALATION OF D-GLUCITOL WITH ACETONE-ZINC CHLORIDE

Kuszmann, Janos,Sohar, Pal,Horvath, Gyula,Tomori, Eva,Idei, Miklos

, p. 243 - 254 (2007/10/02)

The acetonation of D-glucitol in the presence of zinc chloride has been studied in detail by gas-liquid chromatographic techniques.From among the 12 different peaks, those belonging to the 1,2:3,4:5,6-tri-, 1,2:3,5:4,6-tri-, 3,4:5,6-di-, 2,3:5,6-di-, 1,2:3,4-di-, 1,2:5,6-di-, 1,2:4,6-di-, 1,2-mono-, 2,3-mono-, 3,4-mono-, and 5,6-mono-acetals could be identified.The course of the reaction was also studied by g.l.c.From the time dependent ratio of the different acetals, it could be concluded that the reaction is kinetically controlled at the beginning, when terminal acetals are mainly formed.In the thermodinamically controlled equilibrium, reached after 5 days, the 1,2:3,4:5,6-tri- and the 2,3:5,6-di-acetal are present in almost equal proportions.The structure of the (new) 1,2:3,5:4,6-triacetal was established by mass-spectrometric and 13C-n.m.r. investigation.

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