473-85-8

Usage

Uses

Used in Organic Synthesis:
(R,R)-3,4-Dihydroxytetrahydrofuran is utilized as a key intermediate in organic synthesis, particularly for the preparation of complex organic molecules. Its unique structure allows for versatile functional group manipulation, making it a valuable building block in the synthesis of a wide range of compounds.
Used in Pharmaceutical Synthesis:
As a chiral compound, (R,R)-3,4-Dihydroxytetrahydrofuran is employed as a starting material or intermediate in the synthesis of enantiomerically pure pharmaceuticals. Its stereochemistry plays a crucial role in the biological activity of the final drug products, ensuring the desired therapeutic effects and minimizing side effects.
Used in Natural Product Synthesis:
(R,R)-3,4-Dihydroxytetrahydrofuran is used as a building block in the synthesis of natural products, which often exhibit a range of biological activities. Its incorporation into these complex structures can help in the development of new drugs and other bioactive compounds.
Used in the Food Industry:
(R,R)-3,4-Dihydroxytetrahydrofuran is used as an antioxidant in the food industry to extend the shelf life of products and maintain their quality. Its antioxidant properties help protect food from oxidative damage, thus preserving flavor, texture, and nutritional value.
Used in the Cosmetic Industry:
In the cosmetic industry, (R,R)-3,4-Dihydroxytetrahydrofuran is employed for its antioxidant properties, which can help protect skin from environmental stressors and promote overall skin health. Its incorporation into cosmetic formulations can provide benefits such as moisturization, anti-aging, and skin protection.

Upstream product

• 285-69-8 3,4-epoxytetrahydrofuran 

Downstream Products

• 109-99-9 tetrahydrofuran 
• 71-36-3 butan-1-ol 

Relevant academic research and scientific papers

Diamine derivatives

A compound represented by the general formula (1): Q1-Q2-T0-N(R1)-Q3-N(R2)-T1-Q4??(1) wherein R1 and R2 are hydrogen atoms or the like; Q1 is a saturated or unsaturated, 5- or 6-membered cyclic hydrocarbon group which may be substituted, or the like; Q2 is a single bond or the like; Q3 is a group in which Q5 is an alkylene group having 1 to 8 carbon atoms, or the like; and T0 and T1 are carbonyl groups or the like; a salt thereof, a solvate thereof, or an N-oxide thereof. The compound is useful as an agent for preventing and/or treating cerebral infarction, cerebral embolism, myocardial infarction, angina pectoris, pulmonary infarction, pulmonary embolism, Buerger's disease, deep venous thrombosis, disseminated intravascular coagulation syndrome, thrombus formation after valve or joint replacement, thrombus formation and reocclusion after angioplasty, systemic inflammatory response syndrome (SIRS), multiple organ dysfunction syndrome (MODS), thrombus formation during extracorporeal circulation, or blood clotting upon blood drawing.

DIAMINE DERIVATIVES

A compound represented by the general formula (1):Q1-Q2-T0-N(R1)-Q3-N(R2)-T1-Q4 wherein R1 and R2 are hydrogen atoms or the like; Q1 is a saturated or unsaturated, 5- or 6- membered cyclic hydrocarbon group which may be substituted, or the like; Q2 is a single bond or the like; Q3 is a group in which Q5 is an alkylene group having 1 to 8 carbon atoms, or the like; and T0 and T1 are carbonyl groups or the like; a salt thereof, a solvate thereof, or an N-oxide thereof. The compound is useful as an agent for preventing and/or treating cerebral infarction, cerebral embolism, myocardial infarction, angina pectoris, pulmonary infarction, pulmonary embolism, Buerger's disease, deep venous thrombosis, disseminated intravascular coagulation syndrome, thrombus formation after valve or joint replacement, thrombus formation and reocclusion after angioplasty, systemic inflammatory response syndrome (SIRS), multiple organ dysfunction syndrome (MODS), thrombus formation during extracorporeal circulation, or blood clotting upon blood drawing.

Quinazoline compound and anti-tumor agent containing said compound as an active ingredient

A quinazoline compound of the formula (I): STR1 wherein Z means a group of the formula: STR2 (X is CH2, CHOH, CHOCH3, or O, and n is 1 to 3), or a group of the formula: STR3 (A is H or CH3, and B is --CH2 OH, or

Regio- and Stereochemistry of the Acid Catalyzed and of a Highly Enantioselective Enzymatic Hydrolysis of Some Epoxytetrahydrofurans.

3,4-Epoxytetrahydrofuran is hydrolyzed by rabbit liver microsomal epoxide hydrolase (MEH) with a high preference for the attack by water at the (S) epoxide carbon to give the (R,R)-diol with an e.e. of 96.5 +/- 0.3percent.In the acid catalyzed hydrolysis of trans-3,3a-epoxyoctahydrobenzofuran the oxirane ring is opened with inversion exclusively on the tertiary carbon atom to give the corresponding trans-diol, whereas hydrolysis of the cis isomer is less regioselective, the ratio of attack at the tertiary and secondary carbons being 81:19.The MEH catalyzed hydrolysis of the same two substrates occurs exclusively at their secondary carbons and with a very high enantioselectivity: only enantiomers of configuration (3S,3aR) of the cis- and trans-epoxide are substrates for the enzyme and give the corresponding (3R,3aR)-diols with at least 98percent e.e, the corresponding (3R,3aS)-epoxides being totally resistant to enzymatic hydrolysis.These results agree well with previously formulated rules on steric requirements of MEH substrates.Absolute configurations and optical purities of new chiral compounds were obtained by chiroptical, NMR and chiral chromatographic techniques.Conformations of the octahydrobenzofuran derivatives were derived from coupling constants and found to be in fairly good agreement with those deduced from molecular mechanics calculations.