(3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one | CAS No. 13096-62-3

(3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one

Basic Information

CAS Number

13096-62-3

Molecular Formula

C34H34O6

Molecular Weight

538.64 g/mol

AD

Basic Physical Properties

C1=CC=C(C=C1)COCC2C(C(C(C(=O)O2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5

InChI

InChI=1S/C34H34O6/c35-34-33(39-24-29-19-11-4-12-20-29)32(38-23-28-17-9-3-10-18-28)31(37-22-27-15-7-2-8-16-27)30(40-34)25-36-21-26-13-5-1-6-14-26/h1-20,30-33H,21-25H2/t30-,31-,32+,33-/m1/s1

InChIKey

BUBVLQDEIIUIQG-NXVJRICRSA-N

LogP

5.8848000000000065

Topological Polar Surface Area

63.22000000000001 Ų

Hydrogen Bond Donor/Acceptor

0 / 6

Complexity

705

Safety Information

View Safety Information

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral
H413 May cause long lasting harmful effects to aquatic life
Hazardous to the aquatic environment, long-term hazard

Synonyms & References

English

  • SCHEMBL500473
  • AMY40258
  • (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-one
  • 2,3,4,6-Tetra-O-benzyl-D-glucono-1,5-lactone
  • 2,3,4,6-tetra-o-benzyl-d-(+)-glucono-1,5-lactone
  • (3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-one (non-preferred name)
  • AKOS015918438
  • 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-gluconic acid lactone
  • AS-19520
  • DTXSID20447897
  • T3793
  • MFCD08703228
  • D-Gluconic acid, 2,3,4,6-tetrakis-O-(phenylmethyl)-, delta-lactone
  • (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxylmethyl)tetrahydro-2H-pyran-2-one
  • 13096-62-3
  • 2,3,4,6-tetra-o-benzyl-glucono-1,5-lactone
  • (3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-one
  • BUBVLQDEIIUIQG-NXVJRICRSA-N
  • CS-W005485
  • AC-1439
  • (3R,4S,5R,6R)-3,4,5-TRIS(BENZYLOXY)-6-((BENZYLOXY)METHYL)TETRAHYDRO-2H-PYRAN-2-ONE
  • (3r,4s,5r,6r)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydropyran-2-one
  • 2,3,4,6-Tetra-O-benzyl-D-gluconic acid-delta-lactone
  • 2,3,4,6-Tetrakis-O-(phenylmethyl)-D-gluconic acid d-lactone
  • 2,3,4,6-Tetra-O-benzyl-D-gluconic acid-δ-lactone
  • D-Gluconic acid,2,3,4,6-tetrakis-O-(phenylmethyl)-, d-lactone
  • 5-lactone
  • 2,3,4,6-Tetra-O-benzyl-D-glucono-1
  • 2,3,4,6-tetra-O-benzyl-D-glucopyranolactone
  • 2,3,4,6-TETRAKIS-O-(PHENYLMETHYL)-D-GLUCONIC ACID LACTONE
  • D-Gluconic acid, 2,3,4,6-tetrakis-O-(phenylMethyl)-, δ-lactone

MDL Number

MFCD08703228

FAQ

What are the physical and chemical properties of (3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one (CAS: 13096-62-3)?

(3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one is a white crystalline solid at room temperature. Its molecular weight is approximately 498.56 g/mol. This compound is poorly soluble in water but soluble in organic solvents such as methanol and dichloromethane. It is chemically stable under normal conditions but can react with strong bases or acids. Due to its complex structure, it is not easily degraded under standard laboratory conditions.

How is (3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one (CAS: 13096-62-3) typically synthesized?

(3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one is synthesized via a multistep process involving protective group chemistry. Commonly, benzyl chlorides are used as protecting groups. The synthesis employs a Wittig reaction followed by a series of protective group manipulations. The overall yield is around 70-75%, with high selectivity for the desired product.

What industries use (3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one (CAS: 13096-62-3)?

(3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one finds applications in the pharmaceutical industry for the synthesis of complex organic molecules, as well as in polymer chemistry for the development of functional polymers. It is also used in sensor technology and semiconductor manufacturing due to its unique structural properties.

What precautions should be taken when handling (3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one (CAS: 13096-62-3)?

When handling (3R,4S,5R,6R)-3,4,5-Tris(benzyloxy)-6-[(benzyloxy)methyl]tetrahydro-2H-pyran-2-one, it is essential to use appropriate personal protective equipment (PPE) such as gloves and a lab coat. It should be stored in a cool, dry place, away from direct sunlight and heat sources. Work should be conducted in a fume hood to minimize inhalation risk. In case of a spill, neutralize the area using appropriate chemicals before cleaning up. Always refer to the safety data sheet (SDS) for detailed handling instructions.

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