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(2S,3S,4S,5R,6R)-Methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3,2,1]octan-2-yloxy)-3-((2R,3R,4R,5R,6R)-6-(acetoxyMethyl)-3-azido-4,5-bis(benzyloxy)tertrahydro-2H-pyran-2-yloxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate is a complex organic compound with multiple functional groups and stereochemistry. It features ester and acetate groups, as well as azido and benzyloxy groups. The molecule consists of interconnected cyclic structures, including tetrahydro-2H-pyran and bicyclo[3,2,1]octane rings. Due to its diverse functional groups and stereochemical arrangement, this chemical could be utilized in pharmaceutical or chemical synthesis applications.

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  • (2S,3S,4S,5R,6R)-METHYL6-((1R,2S,3R,4R,5R)-3-ACETOXY-4-AZIDO-6,8-DIOXABICYCLO[3,2,1]OCTAN-2-YLOXY)-3-((2R,3R,4R,5R,6R)-6-(ChemicalbookACETOXYMETHYL)-3-AZIDO-4,5-BIS(BENZYLOXY)TERTRAHYDRO-2H-PYRAN-2-YL

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  • (2S,3S,4S,5R,6R)-Methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3,2,1]octan-2-yloxy)-3-((2R,3R,4R,5R,6R)-6-(acetoxyMethyl)-3-azido-4,5-bis(benzyloxy)tertrahydro-2H-pyran-2-yloxy)-4,5-bi

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  • O-(6-O-Acetyl-2-azide-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(methyl2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→4)-2-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

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  • (2S,3S,4S,5R,6R)-methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3.2.1]octan-2-yloxy)-3-((2R,3R,4R,5S,6R)-6-(acetoxymethyl)-3-azido-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-yloxy)-4,5-bis

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  • β-D-Glucopyranose, O-6-O-acetyl-2-azido-2-deoxy-3,4-bis-O-(phenylmethyl)-α-D-glucopyranosyl-(1→4)-O-6-methyl-2,3-bis-O-(phenylmethyl)-β-D-glucopyranuronosyl-(1→4)-1,6-anhydro-2-azido-2-deoxy-, 3-

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  • 99541-27-2 Structure
  • Basic information

    1. Product Name: (2S,3S,4S,5R,6R)-Methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3,2,1]octan-2-yloxy)-3-((2R,3R,4R,5R,6R)-6-(acetoxyMethyl)-3-azido-4,5-bis(benzyloxy)tertrahydro-2H-pyran-2-yloxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate
    2. Synonyms: (2S,3S,4S,5R,6R)-methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3.2.1]octan-2-yloxy)-3-((2R,3R,4R,5S,6R)-6-(acetoxymethyl)-3-azido-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-yloxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate
    3. CAS NO:99541-27-2
    4. Molecular Formula: C51H56N6O16
    5. Molecular Weight: 1009.02094
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 99541-27-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: (2S,3S,4S,5R,6R)-Methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3,2,1]octan-2-yloxy)-3-((2R,3R,4R,5R,6R)-6-(acetoxyMethyl)-3-azido-4,5-bis(benzyloxy)tertrahydro-2H-pyran-2-yloxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate(CAS DataBase Reference)
    10. NIST Chemistry Reference: (2S,3S,4S,5R,6R)-Methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3,2,1]octan-2-yloxy)-3-((2R,3R,4R,5R,6R)-6-(acetoxyMethyl)-3-azido-4,5-bis(benzyloxy)tertrahydro-2H-pyran-2-yloxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate(99541-27-2)
    11. EPA Substance Registry System: (2S,3S,4S,5R,6R)-Methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3,2,1]octan-2-yloxy)-3-((2R,3R,4R,5R,6R)-6-(acetoxyMethyl)-3-azido-4,5-bis(benzyloxy)tertrahydro-2H-pyran-2-yloxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate(99541-27-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 99541-27-2(Hazardous Substances Data)

99541-27-2 Usage

Uses

Used in Pharmaceutical Applications:
(2S,3S,4S,5R,6R)-Methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3,2,1]octan-2-yloxy)-3-((2R,3R,4R,5R,6R)-6-(acetoxyMethyl)-3-azido-4,5-bis(benzyloxy)tertrahydro-2H-pyran-2-yloxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate is used as a pharmaceutical intermediate for the synthesis of complex drug molecules. Its unique structure and functional groups allow for the development of new therapeutic agents with potential applications in various medical fields.
Used in Chemical Synthesis:
In the field of chemical synthesis, (2S,3S,4S,5R,6R)-Methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3,2,1]octan-2-yloxy)-3-((2R,3R,4R,5R,6R)-6-(acetoxyMethyl)-3-azido-4,5-bis(benzyloxy)tertrahydro-2H-pyran-2-yloxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate serves as a key building block for the creation of intricate organic compounds. Its versatile functional groups and stereochemistry enable the synthesis of a wide range of chemical products, including specialty materials and advanced organic compounds.
Used in Research and Development:
(2S,3S,4S,5R,6R)-Methyl 6-((1R,2S,3R,4R,5R)-3-acetoxy-4-azido-6,8-dioxabicyclo[3,2,1]octan-2-yloxy)-3-((2R,3R,4R,5R,6R)-6-(acetoxyMethyl)-3-azido-4,5-bis(benzyloxy)tertrahydro-2H-pyran-2-yloxy)-4,5-bis(benzyloxy)tetrahydro-2H-pyran-2-carboxylate is utilized in research and development for studying the properties and potential applications of complex organic compounds. Its unique structure and functional groups make it an interesting subject for scientific investigations, which could lead to the discovery of new chemical reactions, synthesis methods, or applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 99541-27-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,9,5,4 and 1 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 99541-27:
(7*9)+(6*9)+(5*5)+(4*4)+(3*1)+(2*2)+(1*7)=172
172 % 10 = 2
So 99541-27-2 is a valid CAS Registry Number.

99541-27-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name O-(6-O-acetyl-2-azide-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1→4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1→4)-2-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

1.2 Other means of identification

Product number -
Other names O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)-(1->4)-O-(methyl 2,3-di-O-benzyl-β-D-glucopyranosyluronate)-(1->4)-3-O-acetyl-1,6-anhydro-2-azido-2-deoxy-β-D-glucopyranose

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:99541-27-2 SDS

99541-27-2Relevant articles and documents

Sodium the sulphur reaches the liver last of the ten Heavenly Stems five sugar intermediate and its preparation method

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Paragraph 0067-0069, (2017/03/14)

The invention relates to a fondaparinux sodium pentasaccharide intermediate in the technical field of chemical preparation and a preparation method thereof, particularly to a preparation method of the fondaparinux sodium pentasaccharide intermediate, and

PROCESS FOR THE PRODUCTION OF FONDAPARINUX SODIUM

-

Paragraph 0047-0048, (2015/02/19)

The present invention provides novel processes for the preparation of Fondaparinux sodium by using the compound of formula ABC5. In some embodiments, the intermediates for the synthesis of Fondaparinux sodium, are also provided.

PROCESS FOR THE PRODUCTION OF FONDAPARINUX SODIUM

-

Paragraph 0046; 0048; 0049, (2015/02/19)

The present invention provides improved processes of preparing Fondaparinux sodium comprising converting a compound of formula ABCDE4 to Fondaparinux sodium at a reaction pH of no more than about 9.0. In some embodiments, the intermediates for the synthes

PROCESS FOR THE PRODUCTION OF FONDAPARINUX SODIUM

-

Paragraph 0039; 0040, (2015/02/19)

The present invention provides improved processes of preparing Fondaparinux sodium comprising converting a compound of formula ABCDE4 to Fondaparinux sodium at a reaction pH of no more than about 9.0. In some embodiments, the intermediates for the synthes

PROCESS FOR THE PRODUCTION OF FONDAPARINUX SODIUM

-

Paragraph 0060; 0062; 0063, (2015/02/19)

The present invention provides novel processes for the preparation of Fondaparinux sodium by using the compound of formula ABC5 In some embodiments, the intermediates for the synthesis of Fondaparinux sodium, are also provided.

Total synthesis of anticoagulant pentasaccharide fondaparinux

Li, Tiehai,Ye, Hui,Cao, Xuefeng,Wang, Jiajia,Liu, Yonghui,Zhou, Lifei,Liu, Qiang,Wang, Wenjun,Shen, Jie,Zhao, Wei,Wang, Peng

, p. 1071 - 1080 (2014/05/20)

The anticoagulant pentasaccharide fondaparinux was synthesized using an improved and optimized synthetic strategy including a convergent [3+2] coupling approach, orthogonal protecting groups and various glycosyl donors. The new methods of glycosylation were also used for controlling the stereochemical configuration and improving the yield of the glycosylation. In addition, HPLC and NMR methods to monitor the process of total synthesis of fondaparinux were employed. This work provides a comprehensive elaboration for the synthesis and analysis of fondaparinux based on related literature, as well as abundant information for the synthesis of heparin-like oligosaccharides. A matter of protection! The anticoagulant pentasaccharide fondaparinux was synthesized using an improved and optimized synthetic strategy. The process of total synthesis was monitored by HPLC and NMR. This work will contribute to continued improvement of the multistep production of fondaparinux and provide abundant information for the synthesis of heparin-like oligosaccharides.

Synthesis, from cellobiose, of a trisaccharide closely related to the GlcNAc----GlcA----GlcN segment of the antithrombin-binding sequence of heparin.

Ichikawa,Ichikawa,Kuzuhara

, p. 273 - 282 (2007/10/02)

O-(2-Deoxy-2-sulfamido-6-O-sulfo-alpha-D-glucopyranosyl)-(1----4)- O-(beta-D- glucopyranosyluronic acid)-(1----4)-1,6-anhydro-2-deoxy-2-sulfamido-6-O-sulfo-beta-D-gl ucopyranose pentasodium salt (14) was synthesized as a heparin-related oligosaccharide. The glycosyl acceptor (derived from cellobiose) and a glycosyl donor, 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-alpha-D-glucopyranosyl bromide, were coupled in the presence of mercuric bromide and molecular sieves 4A to afford a 69% yield of fully protected trisaccharide, namely, O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-alpha-D-glucopyranosyl)-(1 ----4)- O-(methyl 2,3-di-O-benzyl-beta-D-glucopyranosyluronate)-(1----4)-3-O-acetyl- 1,6-anhydro-2 - azido-2-deoxy-beta-D-glucopyranose (10), which was converted into the partially sulfated trisaccharide 14. Compound 10 also underwent acetolysis to afford the glycosyl acetate, for further elongation of the glycosyl chain.

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