Cas no 84709-85-3 ((3S,4S)-Tetrahydrofuran-3,4-diol)

(3S,4S)-Tetrahydrofuran-3,4-diol structure
84709-85-3 structure
Product Name:(3S,4S)-Tetrahydrofuran-3,4-diol
CAS No:84709-85-3
MF:C4H8O3
MW:104.104521751404
MDL:MFCD00075211
CID:707453
PubChem ID:641772
Update Time:2025-07-17

(3S,4S)-Tetrahydrofuran-3,4-diol Chemical and Physical Properties

Names and Identifiers

    • (3S,4S)-Tetrahydrofuran-3,4-diol
    • 1,4-Anhydro-L-threitol
    • 3,4-Furandiol,tetrahydro-, (3S,4S)-
    • (2S,3S)-1,4-anhydro-L-threitol
    • (3S,4S)-(-)-3,4-Dihydroxytetrahydrofuran
    • (3S,4S)-3,4-dihydroxytetrahydrofurane
    • (3S,4S)-tetrahydro-3,4-furandiol
    • (3S,4S)-TETRAHYDRO-FURAN-3,4-DIOL
    • L-Threitan
    • QSPL 186
    • trans-3,4-dihydroxytetrahydrofuran
    • trans-Tetrahydrofuran-3,4-diol
    • (3S,4S)-Tetrahydro-3,4-furandiol (ACI)
    • 3,4-Furandiol, tetrahydro-, (3S-trans)- (ZCI)
    • (S,S)-Tetrahydrofuran-3,4-diol
    • SCHEMBL209942
    • CS-0173155
    • MFCD00075211
    • (3S,4S)-oxolane-3,4-diol
    • AKOS006345760
    • 3,4-Furandiol, tetrahydro-, (3S-trans)-
    • 22554-74-1
    • J-525039
    • AS-38499
    • trans-3,4-Dihydroxy-tetrahydrofuran
    • NS00084020
    • 84709-85-3
    • MDL: MFCD00075211
    • Inchi: 1S/C4H8O3/c5-3-1-7-2-4(3)6/h3-6H,1-2H2/t3-,4-/m0/s1
    • InChI Key: SSYDTHANSGMJTP-IMJSIDKUSA-N
    • SMILES: O[C@H]1COC[C@@H]1O

Computed Properties

  • Exact Mass: 104.04700
  • Monoisotopic Mass: 104.047344113g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 0
  • Complexity: 56
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1.4
  • Topological Polar Surface Area: 49.7?2

Experimental Properties

  • Color/Form: Pale-yellow to Yellow-brown Solid
  • Density: 1.411
  • Boiling Point: 221.8 °C at 760 mmHg
  • Flash Point: 104 °C
  • PSA: 49.69000
  • LogP: -1.26160

(3S,4S)-Tetrahydrofuran-3,4-diol Security Information

(3S,4S)-Tetrahydrofuran-3,4-diol 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%

(3S,4S)-Tetrahydrofuran-3,4-diol Pricemore >>

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(3S,4S)-Tetrahydrofuran-3,4-diol Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Ferrate(1-), tetrachloro-, (T-4)-, chloride (1:1), compd. with 2,3-dihydrothieno… Solvents: Toluene ;  20 h, reflux
Reference
Polymer-mediated cyclodehydration of alditols and ketohexoses
Onorato, Amber; Pavlik, Christopher; Invernale, Michael A.; Berghorn, Ian D.; Sotzing, Gregory A.; et al, Carbohydrate Research, 2011, 346(13), 1662-1670

Production Method 2

Reaction Conditions
Reference
Crystalline Stereocomplexed Polycarbonates: Hydrogen-Bond-Driven Interlocked Orderly Assembly of the Opposite Enantiomers
Liu, Ye; Ren, Wei-Min; Wang, Meng; Liu, Chuang; Lu, Xiao-Bing, Angewandte Chemie, 2015, 54(7), 2241-2244

Production Method 3

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Methanol
Reference
Synthesis of C2 symmetric primary vicinal diamines. Double stereospecific Mitsunobu reaction on the heterocyclic diols derived from tartaric acid
Skarzewski, Jacek; Gupta, Anil, Tetrahedron: Asymmetry, 1997, 8(11), 1861-1867

Production Method 4

Reaction Conditions
1.1 Reagents: Water Catalysts: stereoisomer of [μ-[(4aR,27aR,31aR,54aR)-9,23,36,50-Tetrakis(1,1-dimethylethyl)-… Solvents: Acetonitrile ;  24 h, 23 °C
1.2 Reagents: Pyridinium p-toluenesulfonate ;  23 °C
Reference
A broadly applicable and practical oligomeric (salen)Co catalyst for enantioselective epoxide ring-opening reactions
White, David E.; Tadross, Pamela M.; Lu, Zhe; Jacobsen, Eric N., Tetrahedron, 2014, 70(27-28), 4165-4180

Production Method 5

Reaction Conditions
1.1 Catalysts: Trifluoromethanesulfonic acid Solvents: Toluene ;  overnight, reflux; cooled
1.2 Reagents: Sodium bicarbonate ;  rt
Reference
An Unexpectedly Facile Cyclization of Polyhydric Alcohols
Pavlik, Christopher; Onorato, Amber; Castro, Steve; Morton, Martha; Peczuh, Mark; et al, Organic Letters, 2009, 11(16), 3722-3725

Production Method 6

Reaction Conditions
1.1 Reagents: Sodium borohydride Solvents: Ethanol
1.2 Reagents: Hydrochloric acid Solvents: Methanol
1.3 Catalysts: p-Toluenesulfonic acid
Reference
Synthesis and application of (3R,4R)-3,4-bis(diphenylphosphino)tetrahydrofuran as ligand for asymmetric hydrogenation of acrylic acids
Terfort, Andreas, Synthesis, 1992, (10), 951-3

Production Method 7

Reaction Conditions
1.1 Solvents: Water ;  523 - 573 K
Reference
Intramolecular dehydration of biomass-derived sugar alcohols in high-temperature water
Yamaguchi, Aritomo; Muramatsu, Natsumi; Mimura, Naoki; Shirai, Masayuki; Sato, Osamu, Physical Chemistry Chemical Physics, 2017, 19(4), 2714-2722

Production Method 8

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran ,  Water
Reference
Crystalline-gradient polycarbonates prepared from enantioselective terpolymerization of meso-epoxides with CO2
Liu, Ye; Ren, Wei-Min; He, Ke-Ke; Lu, Xiao-Bing, Nature Communications, 2014, 5,

Production Method 9

Reaction Conditions
Reference
Product class 7: oligo- and monosaccharide ethers
Robina, I.; Vogel, P., Science of Synthesis, 2008, 37, 645-845

(3S,4S)-Tetrahydrofuran-3,4-diol Raw materials

(3S,4S)-Tetrahydrofuran-3,4-diol Preparation Products

(3S,4S)-Tetrahydrofuran-3,4-diol Suppliers

Amadis Chemical Company Limited
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(CAS:84709-85-3)(3S,4S)-Tetrahydrofuran-3,4-diol
Order Number:A849882
Stock Status:in Stock
Quantity:1g/250mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 07:26
Price ($):627.0/233.0
Tiancheng Chemical (Jiangsu) Co., Ltd
Gold Member
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(CAS:84709-85-3)反式-四氫呋喃-3,4-二醇
Order Number:LE25503993
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:49
Price ($):discuss personally

(3S,4S)-Tetrahydrofuran-3,4-diol Related Literature

Additional information on (3S,4S)-Tetrahydrofuran-3,4-diol

(3S,4S)-Tetrahydrofuran-3,4-diol and Its Significance in Modern Chemical Research

(3S,4S)-Tetrahydrofuran-3,4-diol, with the CAS number 84709-85-3, is a chiral tetrahydropyranose derivative that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its specific stereochemistry, plays a crucial role in the synthesis of various bioactive molecules and has been explored in multiple research avenues due to its unique structural and functional properties.

The molecular structure of (3S,4S)-Tetrahydrofuran-3,4-diol consists of a tetrahydropyran ring with hydroxyl groups at the 3 and 4 positions, arranged in a specific stereochemical configuration. This configuration makes it a valuable intermediate in the synthesis of complex organic molecules, particularly those requiring precise stereocontrol. The compound's ability to serve as a building block for more intricate structures has made it a subject of interest in both academic and industrial research settings.

In recent years, advancements in synthetic chemistry have enabled more efficient and scalable methods for the preparation of (3S,4S)-Tetrahydrofuran-3,4-diol. These methods often involve biocatalytic approaches, leveraging enzymes such as ketoreductases and dehydrogenases to achieve high enantioselectivity and yield. Such innovations have not only improved the accessibility of the compound but also opened new avenues for its application in drug discovery and development.

One of the most compelling areas of research involving (3S,4S)-Tetrahydrofuran-3,4-diol is its potential use as a precursor in the synthesis of pharmacologically active compounds. The chiral center at the 3-position allows for the introduction of diverse functional groups, making it a versatile scaffold for designing molecules with specific biological activities. For instance, derivatives of this compound have been investigated for their potential roles in anti-inflammatory, anti-cancer, and antimicrobial applications.

Recent studies have highlighted the importance of stereochemistry in determining the efficacy and safety of therapeutic agents. The precise stereochemical configuration of (3S,4S)-Tetrahydrofuran-3,4-diol ensures that its derivatives exhibit optimal biological activity while minimizing unwanted side effects. This has led to increased interest in developing enantiomerically pure forms of the compound for use in clinical trials and drug formulations.

The compound's utility extends beyond pharmaceutical applications; it is also being explored in materials science and agrochemicals. For example, modified versions of (3S,4S)-Tetrahydrofuran-3,4-diol have shown promise as chiral auxiliaries in asymmetric synthesis, facilitating the production of enantiomerically pure compounds with high yields. Additionally, its structural motifs have been incorporated into novel agrochemicals designed to enhance crop protection while reducing environmental impact.

The synthesis and application of (3S,4S)-Tetrahydrofuran-3,4-diol are also influenced by emerging trends in green chemistry. Researchers are increasingly focusing on sustainable methodologies that minimize waste and energy consumption. Biocatalytic processes, which utilize natural catalysts to perform chemical transformations under mild conditions, are particularly well-suited for this purpose. By integrating these approaches with traditional synthetic techniques, scientists aim to develop more environmentally friendly routes to produce this valuable compound.

In conclusion, (3S,4S)-Tetrahydrofuran-3,4-diol (CAS no. 84709-85-3) represents a significant advancement in chemical biology and pharmaceutical research. Its unique structural features and versatile reactivity make it an indispensable tool for synthesizing complex bioactive molecules. As research continues to uncover new applications and innovative synthetic strategies for this compound, its importance is likely to grow even further. The ongoing exploration of its potential benefits underscores its role as a cornerstone in modern chemical science.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:84709-85-3)(3S,4S)-Tetrahydrofuran-3,4-diol
A849882
Purity:99%/99%
Quantity:1g/250mg
Price ($):627.0/233.0
Email
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:84709-85-3)反式-四氫呋喃-3,4-二醇
LE25503993
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
Email