5,6-Dideoxy-1,2-O-isopropylidenehex-5-enofuranose

Base Information

• Chemical Name: 5,6-Dideoxy-1,2-O-isopropylidenehex-5-enofuranose
• CAS No.: 7284-07-3
• Molecular Formula: C9H14 O4
• Molecular Weight: 186.208
• NSC Number: 401404,116829,108100
• DSSTox Substance ID: DTXSID30993633
• Mol file: 7284-07-3.mol

Synonyms:5,6-dideoxy-1,2-O-isopropylidene-xylo-hex-5-enofuranose;5,6-dideoxy-1,2-O-isopropylidenehex-5-enofuranose;DIPHEF

Chemical Property of 5,6-Dideoxy-1,2-O-isopropylidenehex-5-enofuranose

Chemical Property:

• Vapor Pressure: 0.00335mmHg at 25°C
• Boiling Point: 250.8°C at 760 mmHg
• Flash Point: 105.5°C
• PSA: 47.92000
• Density: 1.222g/cm³
• LogP: 0.40970
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 186.08920892
• Heavy Atom Count: 13
• Complexity: 226

Purity/Quality:

99%min ^*data from raw suppliers

1,2-O-ISOPROPYLIDENE-5,6-DIDEOXY-GLUCOFURANOSE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2C(C(OC2O1)C=C)O)C

Technology Process of 5,6-Dideoxy-1,2-O-isopropylidenehex-5-enofuranose

There total 5 articles about 5,6-Dideoxy-1,2-O-isopropylidenehex-5-enofuranose which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

6-deoxy-1,2-O-isopropylidene-6-(trimethylstannyl)-α-D-glucofuranose → trimethyltin(IV)chloride (1066-45-1) + 5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-eno-furanose (7284-07-3)

Guidance literature:

With acetyl chloride; In chloroform-d1; byproducts: CH3COOH; to CDCl3 soln. of Sn compd. was added CH3COCl, react. mixt. was left for 16 h; detected by (1)H-NMR spectroscopy;

DOI:10.1002/recl.19881070331

Reference yield:

6-deoxy-1,2-O-isopropylidene-6-(trimethylstannyl)-α-D-glucofuranose + benzoyl chloride (98-88-4) → trimethyltin(IV)chloride (1066-45-1) + 5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-eno-furanose (7284-07-3)

Guidance literature:

In chloroform-d1; byproducts: C6H5COOH; to CDCl3 soln. of Sn compd. was added C6H5COCl, react. mixt. was left for 14 d; detected by (1)H-NMR spectroscopy;

DOI:10.1002/recl.19881070331

Reference yield:

6-deoxy-1,2-O-isopropylidene-6-(trimethylstannyl)-α-D-glucofuranose + benzoyl chloride (98-88-4) + chloroacetic acid ethyl ester (105-39-5) → trimethyltin(IV)chloride (1066-45-1) + 5,6-dideoxy-1,2-O-isopropylidene-α-D-xylo-hex-5-eno-furanose (7284-07-3)

Guidance literature:

In chloroform-d1; to CDCl3 soln. of Sn compd. was added ClCO2Et, after 11 d at room temp. was react. ca 50% complete;

DOI:10.1002/recl.19881070331

upstream raw materials:

benzoyl chloride

chloroacetic acid ethyl ester

trifluoroacetic acid

Downstream raw materials:

C₁₆H₂₀O₅

C₁₇H₂₂O₆

C₁₈H₂₃IO₄

C₁₆H₁₈ClIO₄

Refernces