((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate ⁽¹³⁾

Base Information

• Chemical Name: ((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate ⁽¹³⁾
• CAS No.: 1005000-05-4
• Molecular Formula: C₁₆H₂₂O₆S
• Molecular Weight: 342.413

Synonyms:((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate ⁽¹³⁾

Chemical Property of ((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate ⁽¹³⁾

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate ⁽¹³⁾

There total 9 articles about ((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate ⁽¹³⁾ 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: 95.0%

((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol (30080-45-6,78785-36-1,30080-46-7) + p-toluenesulfonyl chloride (98-59-9) → ((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate (13) (1005000-05-4)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.carres.2017.02.008

Reference yield:

C9H16O4 + p-toluenesulfonyl chloride (98-59-9) → ((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate (13) (1005000-05-4) + C16H22O6S

Guidance literature:

With pyridine; dmap; In dichloromethane; Title compound not separated from byproducts.;

DOI:10.1016/j.tet.2008.03.088

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → ((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate (13) (1005000-05-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: dipyridinium dichromate; acetic anhydride / dichloromethane / 20 °C / Molecular sieve

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: phosphomolibdic acid supported on silicagel / acetonitrile; water / 0.08 h / 20 °C

4.1: sodium periodate; sodium hydrogencarbonate / dichloromethane; water

5.1: sodium tetrahydroborate / methanol / 0.5 h / 0 - 20 °C

6.1: 10% palladium hydroxide on charcoal; hydrogen / ethyl acetate / 2 h / 20 °C / 3102.97 Torr

7.1: triethylamine; dmap / dichloromethane / 0 - 20 °C

With dmap; sodium tetrahydroborate; sodium periodate; dipyridinium dichromate; n-butyllithium; 10% palladium hydroxide on charcoal; phosphomolibdic acid supported on silicagel; hydrogen; acetic anhydride; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; water; ethyl acetate; acetonitrile; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination;

DOI:10.1016/j.carres.2017.02.008

upstream raw materials:

((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol

p-toluenesulfonyl chloride

D-glucose

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

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 1005000-05-4 ((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 4-methylbenzenesulfonate ⁽¹³⁾

Send

Send

Metric Ton KG G Pound L ML

Send

Send