76779-67-4

Basic information

• Product Name: 1,2:5,6-DI-O-CYCLOHEXYLIDENE-D-MANNITOL
• Synonyms: 1,2:5,6-DI-O-CYCLOHEXYLIDENE-D-MANNITOL;(1S,2S)-1,2-di((R)-1,4-dioxaspiro[4.5]decan-2-yl)ethane-1,2-diol
• CAS NO: 76779-67-4
• Molecular Formula: C₁₈H₃₀O₆
• Molecular Weight: 342.43
• Product Categories: Carbohydrate Synthesis;Monosaccharides;Specialty Synthesis
• Mol File: 76779-67-4.mol
• Article Data: 11

Chemical Properties

• Melting Point: 103-105 °C(lit.)
• Boiling Point: 525.939 °C at 760 mmHg
• Flash Point: 271.878 °C
• Appearance: /
• Density: 1.257 g/cm³
• Refractive Index: 1.553
• BRN: 4235336
• CAS DataBase Reference: 1,2:5,6-DI-O-CYCLOHEXYLIDENE-D-MANNITOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2:5,6-DI-O-CYCLOHEXYLIDENE-D-MANNITOL(76779-67-4)
• EPA Substance Registry System: 1,2:5,6-DI-O-CYCLOHEXYLIDENE-D-MANNITOL(76779-67-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 76779-67-4(Hazardous Substances Data)

Usage

General Description

1,2:5,6-Di-O-cyclohexylidene-D-mannitol is a chemical compound that is used as a chiral resolving agent and as a reagent in organic synthesis. It is a cyclic derivative of D-mannitol, an alcohol, and is composed of cyclohexane rings attached to the 1, 2, 5, and 6 positions of the mannitol molecule. 1,2:5,6-DI-O-CYCLOHEXYLIDENE-D-MANNITOL is an important tool in asymmetric synthesis, as it can be used to separate enantiomers and resolve racemic mixtures of compounds. It has also been used in the preparation of chiral ligands and catalysts for various chemical reactions. Additionally, it has potential applications in the pharmaceutical industry for the production of chiral drugs and other bioactive compounds.

InChI:InChI=1/C18H30O6/c19-15(13-11-21-17(23-13)7-3-1-4-8-17)16(20)14-12-22-18(24-14)9-5-2-6-10-18/h13-16,19-20H,1-12H2/t13-,14?,15-,16-/m1/s1

Upstream product

• 69-65-8 mannitol 
• 108-94-1 cyclohexanone 
• 1670-47-9 1,1-diethoxycyclohexane 

Downstream Products

• 78008-36-3 (S)-cyclohexylidene glyceraldehyde 

Relevant articles and documents

Novel 1,2,3-triazole-tethered Pam3CAG conjugates as potential TLR-2 agonistic vaccine adjuvants

A focused library of water soluble 1,2,3-triazole tethered glycopeptide conjugates derived from variety of azido-monosaccharides and aliphatic azido-alcohols were synthesized through manipulation at the C-terminus of Pam3CAG and screened for their potential as TLR2 agonistic adjuvants against HBsAg antigen. In vitro ligand induced TLR2 signal activation was observed with all the analogues upon treatment with HEK blue TLR2 cell lines. Conjugate derived from ribose (6e), which exhibited pronounced HBsAg specific antibody (IgG) titer also shown enhanced CD8+ population indicating superior cell mediated immunity compared to standard adjuvant Pam3CSK4. Further, docking studies revealed ligand induced heterodimerization between TLR1 and 2. Overall, the result indicates the usefulness of novel conjugates as potential vaccine adjuvant.

Total Synthesis and Stereochemical Revision of 4,8-Dihydroxy-3,4-dihydrovernoniyne

The first asymmetric total synthesis of two possible diastereomers (4S,5R)-4,8-dihydroxy-3,4-dihydrovernoniyne 5 and (4S,5S)-4,8-dihydroxy-3,4-dihydrovernoniyne 5a is accomplished. Salient features of the synthesis involve Cadiot-Chodkiewicz coupling and

(R)-2,3-cyclohexylideneglyceraldehyde, a chiral pool synthon for the synthesis of 2-azido-1,3-diols

A new approach was proposed for the synthesis of 2-azido-1,3-diols from easily available and inexpensive chiral pool synthon (R)-2,3-O-cyclohexylidene-D-glyceraldehyde, through Mitsunobu azidation of 1,2-diols. Both C(2) and C(1) azides in variable ratios