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1,6-di-O-benzoylhexitol is a chemical compound derived from hexitol, a type of sugar alcohol, with two benzoyl groups attached to the first and sixth carbon atoms. This modification enhances the compound's stability and reactivity, making it a valuable intermediate in organic synthesis. It is widely used in the preparation of various pharmaceuticals, agrochemicals, and other specialty chemicals due to its ability to act as a protecting group for hydroxyl groups during chemical reactions. The benzoyl groups can be selectively removed under mild conditions, allowing for controlled deprotection and further functionalization of the molecule. Overall, 1,6-di-O-benzoylhexitol plays a significant role in the synthesis of complex organic molecules and contributes to the development of new drugs and materials.

7226-27-9

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7226-27-9 Usage

Class

Polyol

Explanation

1,6-di-O-benzoylhexitol belongs to the class of polyols, which are organic compounds containing multiple hydroxyl groups.

Explanation

It is also known as Dibenzoyl-mannito.

Explanation

The molecular formula of 1,6-di-O-benzoylhexitol is C24H22O6.

Explanation

It is commonly used as a building block in organic synthesis, particularly in the production of other compounds such as pharmaceuticals, agrochemicals, and polymers.

Explanation

Its structure consists of a six-carbon sugar alcohol with benzoyl groups attached to each of the hydroxyl groups.

Explanation

Due to its structure, 1,6-di-O-benzoylhexitol is a versatile and valuable intermediate in chemical processes.

Explanation

It has a high reactivity and ability to undergo various chemical transformations.

Explanation

Its high reactivity makes it an important precursor for the synthesis of complex organic molecules.

Application

Building block in organic synthesis

Structure

Six-carbon sugar alcohol with benzoyl groups

Versatility

Valuable intermediate in chemical processes

Reactivity

High reactivity

Importance

Precursor for complex organic molecules

Check Digit Verification of cas no

The CAS Registry Mumber 7226-27-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,2,2 and 6 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 7226-27:
(6*7)+(5*2)+(4*2)+(3*6)+(2*2)+(1*7)=89
89 % 10 = 9
So 7226-27-9 is a valid CAS Registry Number.

7226-27-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name (6-benzoyloxy-2,3,4,5-tetrahydroxyhexyl) benzoate

1.2 Other means of identification

Product number -
Other names 1,6-Di-O-benzoylhexitol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7226-27-9 SDS

7226-27-9Relevant academic research and scientific papers

Bio-based aromatic polyesters from a novel bicyclic diol derived from d-mannitol

Lavilla,De Ilarduya, A. Martinez,Alla,Garcia-Martin,Galbis,Munoz-Guerra

, p. 8257 - 8266 (2012)

2,4:3,5-Di-O-methylene-d-mannitol, abbreviated as Manx, is a d-mannitol-derived compound with the secondary hydroxyl groups acetalized with formaldehyde. The bicyclic structure of Manx consists of two fused 1,3-dioxane rings, with two primary hydroxyl gro

RAPAMYCIN ANALOGS AND USES THEREOF

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Paragraph 00455-00456, (2020/01/08)

The present invention provides compounds, compositions thereof, and methods of using the same.

Bifunctional acyclic nucleoside phosphonates: synthesis of chiral 9-{3-hydroxy[1,4-bis(phosphonomethoxy)]butan-2-yl} derivatives of purines

Vrbkova, Silvie,Dracinsky, Martin,Holy, Antonin

, p. 2233 - 2247 (2008/02/11)

We report herein a general method for the synthesis of new types of chiral acyclic nucleoside four-carbon bisphosphonates. The alkylation of 2-amino-6-chloropurine and adenine was performed with (2S,3S)- or (2R,3R)-1,4-[bis(diisopropoxyphosphoryl)methoxy]]-3-[(methylsulfonyl)oxy]butan-2-yl benzoate. Alkylations provided (2R,3R) or (2S,3S) N9-substituted nucleobases, which were further converted to other derivatives. These conversions included either a modification of the nucleobase or transformation of the bisphosphonate chain. Subsequent deprotection of the diisopropyl esters with bromotrimethylsilane provided the resulting (2R,3R)- or (2S,3S)-bisphosphonic acids.

An iterative acetylene-epoxide coupling strategy for the total synthesis of longimicin C

He, Yan-Tao,Xue, Song,Hu, Tai-Shan,Yao, Zhu-Jun

, p. 5393 - 5397 (2007/10/03)

Longimicin C, a naturally occurring annonaceous acetogenin possessing a C2-symmetrical bis-THF moiety and a short hydrocarbon chain between its THF-containing region and a terminal γ-lactone, was synthesized for the first time. The total synthe

Phenylboronic acid as a labile protective agent: the selective derivatisation of 1,2,3-triols

Bhaskar, Vijaya K.,Duggan, Peter J.,Humphrey, David G.,Krippner, Guy Y.,McCarl, Victoria,Offermann, Daniel A.

, p. 1098 - 1102 (2007/10/03)

The ability of phenylboronic acid to act as a labile protective agent for open-chain 1,2,3-triols is demonstrated in the highly selective terminal derivatisation of D-mannitol and an antiviral sialic acid derivative. Protection, derivatisation and deprotection are carried out in a single pot, yielding analytically pure products in moderate yield, without the need for chromatography or formal recrystallisation steps. In both classes of compound, the selectivity of protection is found to be complementary to existing methods, providing access to relatively uncommon 1,6-diesters and the 1,6-bis(benzyl ether) of D-mannitol, and 9-o-acylsialic acid derivatives.

Chiral Ligands for Organometallic Catalysis containing Two Dioxolane Rings

Brown, John M.,Dayrit, Fabian M.,Sinou, Denis

, p. 91 - 96 (2007/10/02)

Treatment of D-mannitol 1,6-dibenzoate with a catalytic quantity of toluene-p-sulphonic acid in 2,2-dimethoxypropane leads to the formation of two cyclic acetals, 4R,8R,9R,10R-2,2',6,6'-tetramethyl-4,8-bis(benzoyloxymethyl)-1,3,5,7-tetraoxadecalin and R,R'-4,4'-bi-(2,2-dimethyl-5-benzoyloxymethyldioxolanyl) in comparable amounts.Successive reaction with sodium methoxide in methanol, methanesulphonyl chloride, and lithium or potassium diphenylphosphide gave the corresponding phosphines namely 4S,8S,9S,10S-2,2',6,6'-tetramethyl-4,8-di-1,3,5,7-tetraoxadecalin and S,S-4,4'-bi-.Similarly, starting from L-iditol, the diphosphines 4R,8S,9S,10R-2,2',6,6'-tetramethyl-4,8-di-1,3,5,7-tetraoxadecalin and S,R-4,4'-bi- were obtained.It was demonstrated through (31)P n.m.r. studies that both cis- and trans-chelate complexes of rhodium were formed by these biphosphine ligands.Their potential in asymmetric hydrogenation was demonstrated, for low to moderate yields of amino acids were formed from a variety of enamide precursors.

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