1,5-Anhydro-4,6-O-benzylidnene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-(formylmethyl)-2-C-vinyl-D-glucitol

Base Information

• Chemical Name: 1,5-Anhydro-4,6-O-benzylidnene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-(formylmethyl)-2-C-vinyl-D-glucitol
• CAS No.: 89873-00-7
• Molecular Formula: C₂₃H₃₄O₅Si
• Molecular Weight: 418.605

Synonyms:1,5-Anhydro-4,6-O-benzylidnene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-(formylmethyl)-2-C-vinyl-D-glucitol

Chemical Property of 1,5-Anhydro-4,6-O-benzylidnene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-(formylmethyl)-2-C-vinyl-D-glucitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,5-Anhydro-4,6-O-benzylidnene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-(formylmethyl)-2-C-vinyl-D-glucitol

There total 9 articles about 1,5-Anhydro-4,6-O-benzylidnene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-(formylmethyl)-2-C-vinyl-D-glucitol 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:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 1,5-Anhydro-4,6-O-benzylidnene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-(formylmethyl)-2-C-vinyl-D-glucitol (89873-00-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 80 percent / H₂, Triethylamine / Raney nickel / ethyl acetate / 2 h / 50 °C / 51714.8 Torr

2: Triethylamine / methanol; H₂O / 10 h

3: ZnCl₂

4: 1.)Di-n-butyltin oxide, 2.)imidazole / 1.)Toluene, reflux, 4h, 2.)DMF, 70 deg C, 3 h

5: 93 percent / Dimethylsulfoxide, Trifluoroacetic anhydride / CH₂Cl₂ / 0.5 h / -78 °C

6: 80 percent / acetonitrile / Heating

7: 89 percent / Diisobutylaluminum hydride / toluene / 0.5 h / 0 °C

8: 90 percent / Mercuric trifluoroacetate

9: benzonitrile / Heating

With 1H-imidazole; hydrogen; mercury(II) trifluoroacetate; diisobutylaluminium hydride; di(n-butyl)tin oxide; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; zinc(II) chloride; nickel; In methanol; dichloromethane; water; ethyl acetate; benzonitrile; toluene; acetonitrile;

DOI:10.1021/jo00187a010

Reference yield:

1,5-Anhydro-4,6-O-benzylidene-3-O-(tert-butyldimethylsilyl)-D-glucitol (89872-97-9) → 1,5-Anhydro-4,6-O-benzylidnene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-(formylmethyl)-2-C-vinyl-D-glucitol (89873-00-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / Dimethylsulfoxide, Trifluoroacetic anhydride / CH₂Cl₂ / 0.5 h / -78 °C

2: 80 percent / acetonitrile / Heating

3: 89 percent / Diisobutylaluminum hydride / toluene / 0.5 h / 0 °C

4: 90 percent / Mercuric trifluoroacetate

5: benzonitrile / Heating

With mercury(II) trifluoroacetate; diisobutylaluminium hydride; dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; benzonitrile; toluene; acetonitrile;

DOI:10.1021/jo00187a010

Reference yield:

1,5-Anhydro-4,6-O-benzylidene-3-O-(tert-butyldimethylsilyl)-D-arabino-2-ulohexitol (89872-98-0) → 1,5-Anhydro-4,6-O-benzylidnene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-(formylmethyl)-2-C-vinyl-D-glucitol (89873-00-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / acetonitrile / Heating

2: 89 percent / Diisobutylaluminum hydride / toluene / 0.5 h / 0 °C

3: 90 percent / Mercuric trifluoroacetate

4: benzonitrile / Heating

With mercury(II) trifluoroacetate; diisobutylaluminium hydride; In benzonitrile; toluene; acetonitrile;

DOI:10.1021/jo00187a010

upstream raw materials:

tert-Butyl-dimethyl-{(2R,4aR,8R,8aR)-2-phenyl-7-[2-vinyloxy-eth-(Z)-ylidene]-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-silane

1,5-Anhydro-4,6-O-benzylidene-3-O-(tert-butyldimethylsilyl)-D-glucitol

1,5-Anhydro-4,6-O-benzylidene-3-O-(tert-butyldimethylsilyl)-D-arabino-2-ulohexitol

1,5-Anhydro-4,6-O-benzylidene-3-O-(tert-butyldimethylsilyl)-2-C-((hydroxymethyl)methylene)-2-deoxy-D-arabino-hexitol

Downstream raw materials:

1,5-Anhydro-4,6-O-benzylidene-2-deoxy-2-C-(formylmethyl)-2-C-vinyl-D-glucitol 2,3-Lactol

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 89873-00-7 1,5-Anhydro-4,6-O-benzylidnene-3-O-(tert-butyldimethylsilyl)-2-deoxy-2-C-(formylmethyl)-2-C-vinyl-D-glucitol

Send

Send

Metric Ton KG G Pound L ML

Send

Send