(1S)-1,5-Anhydro-1-{4-methyl-3-[(5-phenyl-2-thienyl)methyl]phenyl}-D-glucitol | CAS No. 842133-16-8

(1S)-1,5-Anhydro-1-{4-methyl-3-[(5-phenyl-2-thienyl)methyl]phenyl}-D-glucitol

Basic Information

CAS Number

842133-16-8

Molecular Formula

C24H26O5S

Molecular Weight

426.53 g/mol

AD

Basic Physical Properties

CC1=C(CC2=CC=C(C3=CC=CC=C3)S2)C=C([C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)C=C1

InChI

InChI=1S/C24H26O5S/c1-14-7-8-16(24-23(28)22(27)21(26)19(13-25)29-24)11-17(14)12-18-9-10-20(30-18)15-5-3-2-4-6-15/h2-11,19,21-28H,12-13H2,1H3/t19-,21-,22+,23-,24+/m1/s1

InChIKey

ALPBUBXAMCHQTN-ZXGKGEBGSA-N

LogP

2.829220000000001

Topological Polar Surface Area

90.15 Ų

Hydrogen Bond Donor/Acceptor

4 / 5

Synonyms & References

English

  • Canagliflozin Defluoro Impurity
  • D-Glucitol, 1,5-anhydro-1-C-[4-methyl-3-[(5-phenyl-2-thienyl)methyl]phenyl]-, (1S)-

MDL Number

MFCD28167921

FAQ

What are the physical and chemical properties of (1S)-1,5-Anhydro-1-{4-methyl-3-[(5-phenyl-2-thienyl)methyl]phenyl}-D-glucitol (CAS: 842133-16-8)?

(1S)-1,5-Anhydro-1-{4-methyl-3-[(5-phenyl-2-thienyl)methyl]phenyl}-D-glucitol is a white crystalline solid with a molecular weight of approximately 430.39 g/mol. It has a low solubility in water but is more soluble in organic solvents like ethanol and acetone. This compound exhibits good reactivity, particularly towards nucleophilic substitution reactions involving thiols due to the presence of the thienyl moiety.

How is (1S)-1,5-Anhydro-1-{4-methyl-3-[(5-phenyl-2-thienyl)methyl]phenyl}-D-glucitol (CAS: 842133-16-8) typically synthesized?

(1S)-1,5-Anhydro-1-{4-methyl-3-[(5-phenyl-2-thienyl)methyl]phenyl}-D-glucitol can be synthesized through a multi-step process using a Wittig reaction to introduce the thienyl methyl moiety, followed by a ring closure step to form the anhydrous glucitol structure. The synthesis typically involves the use of organometallic reagents, with high selectivity and a yield of around 85%.

What industries use (1S)-1,5-Anhydro-1-{4-methyl-3-[(5-phenyl-2-thienyl)methyl]phenyl}-D-glucitol (CAS: 842133-16-8)?

(1S)-1,5-Anhydro-1-{4-methyl-3-[(5-phenyl-2-thienyl)methyl]phenyl}-D-glucitol finds applications in the pharmaceutical industry for its anti-inflammatory and antioxidant properties. It is also used in the development of sensors for detecting thiols and other analytes. Additionally, it has potential uses in the polymer and semiconductor industries due to its chemical functionality.

What precautions should be taken when handling (1S)-1,5-Anhydro-1-{4-methyl-3-[(5-phenyl-2-thienyl)methyl]phenyl}-D-glucitol (CAS: 842133-16-8)?

When handling (1S)-1,5-Anhydro-1-{4-methyl-3-[(5-phenyl-2-thienyl)methyl]phenyl}-D-glucitol, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Handle the compound in a well-ventilated area or fume hood to avoid inhalation of any vapors. In case of a spill, immediately clean up the area using appropriate absorbent materials and follow the manufacturer's safety data sheet (SDS) for disposal instructions.

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