Cas no 68045-07-8 (1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose)

1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose is a protected ribofuranose derivative widely used in carbohydrate chemistry and nucleoside synthesis. The compound features benzoyl groups at the 1, 3, and 5 positions and a methyl ether at the 2-position, providing selective protection for further functionalization. Its stable α-configuration and sterically hindered structure enhance its utility in glycosylation reactions, ensuring high regioselectivity. This intermediate is particularly valuable in the synthesis of modified nucleosides, antiviral agents, and other bioactive molecules. The benzoyl groups facilitate controlled deprotection, while the methyl ether enhances stability under acidic or basic conditions. Its well-defined reactivity makes it a preferred choice for complex oligosaccharide and nucleotide construction.

1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose structure

68045-07-8 structure

Product Name:1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose

CAS No:68045-07-8

MF:C₂₇H₂₄O₈

MW:476.474668502808

CID:58687

PubChem ID:69881897

Update Time:2025-06-27

1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose Chemical and Physical Properties

Names and Identifiers

- 1,3,5-Tri-O-benzoyl-2-O-methyl-D-ribofuranose
- [(2R,3R,4R,5R)-3,5-dibenzoyloxy-4-methoxyoxolan-2-yl]methyl benzoate
- 1,3,5-Tri-O-benzoyl-2-O-methyl-D-ribose
- 1,3,5-Tri-O-benzoyl-2-O-methyl-alpha/beta-D-ribose
- (3R,4R,5R)-5-(benzoyloxymethyl)-3-methoxytetrahydrofuran-2,4-diyl dibenzoate
- A900453
- SCHEMBL6735660
- CID 69881897
- [(2R,3R,4R)-3,5-dibenzoyloxy-4-methoxyoxolan-2-yl]methyl benzoate
- (3R,4R,5R)-4-(BENZOYLOXY)-5-[(BENZOYLOXY)METHYL]-3-METHOXYOXOLAN-2-YL BENZOATE
- 68045-07-8
- G87061
- 1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose
- Inchi： 1S/C27H24O8/c1-31-23-22(34-25(29)19-13-7-3-8-14-19)21(17-32-24(28)18-11-5-2-6-12-18)33-27(23)35-26(30)20-15-9-4-10-16-20/h2-16,21-23,27H,17H2,1H3/t21-,22-,23-,27?/m1/s1
- InChI Key： BTKQRBSDABCRCX-IANNTBFTSA-N
- SMILES： O1C([C@@H]([C@@H]([C@H]1COC(C1C=CC=CC=1)=O)OC(C1C=CC=CC=1)=O)OC)OC(C1C=CC=CC=1)=O

Computed Properties

Exact Mass: 476.14700
Monoisotopic Mass: 476.14711772g/mol
Isotope Atom Count: 0
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 8
Heavy Atom Count: 35
Rotatable Bond Count: 11
Complexity: 706
Covalently-Bonded Unit Count: 1
Defined Atom Stereocenter Count: 3
Undefined Atom Stereocenter Count : 1
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
XLogP3: 4.7
Topological Polar Surface Area: 97.4?2

Experimental Properties

PSA: 97.36000
LogP: 3.66590

1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose Customs Data

HS CODE：2932190090
Customs Data：

China Customs Code:
2932190090

Overview:

2932190090 Other structurally non fused furan ring compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:20.0%

Declaration elements:

Product Name, component content, use to

Summary:

2932190090 other compounds containing an unfused furan ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose Pricemore >>

Related Categories	No.	Product Name	Cas No.	Purity	Specification	Price	update time
Alichem	A019097428-5g	1,3,5-Tri-O-benzoyl-2-O-methyl-D-ribofuranose	68045-07-8	95%	5g	$782.04	2023-09-01
Chemenu	CM157480-5g	1,3,5-Tri-O-benzoyl-2-O-methyl-D-ribofuranose	68045-07-8	95%	5g	$746	2021-06-15
TRC	B208228-100mg	1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose	68045-07-8		100mg	$ 98.00	2023-04-19
TRC	B208228-250mg	1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose	68045-07-8		250mg	$ 207.00	2023-04-19
TRC	B208228-500mg	1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose	68045-07-8		500mg	$ 345.00	2023-04-19
Chemenu	CM157480-5g	1,3,5-Tri-O-benzoyl-2-O-methyl-D-ribofuranose	68045-07-8	95%	5g	$***	2023-05-29
A2B Chem LLC	AH14355-250mg	1,3,5-Tri-o-benzoyl-2-o-methyl-d-ribose	68045-07-8	95%	250mg	$142.00	2024-04-19
A2B Chem LLC	AH14355-500mg	1,3,5-Tri-o-benzoyl-2-o-methyl-d-ribose	68045-07-8		500mg	$168.00	2023-12-30
A2B Chem LLC	AH14355-1g	1,3,5-Tri-o-benzoyl-2-o-methyl-d-ribose	68045-07-8	95%	1g	$315.00	2024-04-19
A2B Chem LLC	AH14355-2g	1,3,5-Tri-o-benzoyl-2-o-methyl-d-ribose	68045-07-8		2g	$359.00	2023-12-30

1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose Suppliers

Amadis Chemical Company Limited

Gold Member

Audited Supplier

(CAS:68045-07-8)1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose

Order Number:A900453

Stock Status:in Stock

Quantity:1g

Purity:99%

Pricing Information Last Updated:Friday, 30 August 2024 12:05

Price ($):163.0

Email:[email protected]

Product Official Link

NewCan Biotech Limited

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Audited Supplier

(CAS:68045-07-8)1,3,5-Tri-O-benzoyl-2-O-Methyl-D-ribose

Order Number:NC13568

Stock Status:

Quantity:10g

Purity:97%

Pricing Information Last Updated:Friday, 18 July 2025 16:03

Price ($):Price inquiry

Email:[email protected]

1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose Related Literature

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Additional information on 1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose

1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose (CAS No: 68045-07-8)

The compound 1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose (CAS No: 68045-07-8) is a highly specialized sugar derivative that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound is a protected form of ribofuranose, a five-membered ring sugar structure commonly found in nucleic acids. The introduction of benzoyl groups at the 1, 3, and 5 positions, along with a methyl group at the 2 position, renders this compound highly stable and versatile for various applications in chemical synthesis and drug development.

Recent studies have highlighted the importance of 1,3,5-Tri-O-benzoyl derivatives in the construction of complex carbohydrate structures. These derivatives serve as valuable intermediates in the synthesis of nucleosides and other bioactive molecules. For instance, researchers have utilized this compound to develop novel antiviral agents targeting RNA viruses. The benzoyl protecting groups provide excellent stability during synthesis while allowing for precise deprotection steps to yield biologically active compounds.

The structural uniqueness of 1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose lies in its ability to act as a universal precursor for various sugar-based therapeutics. Its methyl group at the 2-position enhances its compatibility with enzymatic processes, making it an ideal candidate for glycosylation studies. Furthermore, the benzoyl substituents facilitate efficient coupling reactions in solid-phase synthesis, which is a cornerstone of modern drug discovery.

From an analytical perspective, this compound has been extensively studied using advanced spectroscopic techniques such as NMR and mass spectrometry. These studies have provided critical insights into its stereochemical properties and reactivity under different synthetic conditions. For example, recent work has demonstrated that the benzoylated ribofuranose can undergo selective oxidation to yield nucleoside analogs with enhanced antitumor activity.

In terms of applications, 1,3,5-Tri-O-benzoyl derivatives are increasingly being explored in the development of vaccines and immunotherapies. Their ability to modulate immune responses through precise glycan engineering has opened new avenues in personalized medicine. Additionally, these compounds are being investigated for their potential in creating bio-degradable polymers for use in drug delivery systems.

The synthesis of 1,3,5-Tri-O-benzoyl-2-O-methyl-α-D-ribofuranose involves a multi-step process that combines traditional protection strategies with modern catalytic methods. The use of mild reaction conditions ensures high yields while preserving the stereochemical integrity of the molecule. This compound's availability has significantly accelerated research into sugar-based therapeutics and diagnostics.

In conclusion, 1,3,5-Tri-O-benzoyl derivatives like CAS No: 68045-07-8 represent a pivotal advancement in carbohydrate chemistry. Their unique properties make them indispensable tools in drug discovery and development. As research continues to uncover new applications for these compounds, their role in shaping the future of medicine is expected to grow exponentially.

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