Toluene-4-sulfonic acid (2R,3R)-2-dimethoxymethyl-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (2R,3R)-2-dimethoxymethyl-tetrahydro-furan-3-yl ester
• CAS No.: 156420-07-4
• Molecular Formula: C₁₄H₂₀O₆S
• Molecular Weight: 316.375
• Mol file: 156420-07-4.mol

Synonyms:Toluene-4-sulfonic acid (2R,3R)-2-dimethoxymethyl-tetrahydro-furan-3-yl ester

Chemical Property of Toluene-4-sulfonic acid (2R,3R)-2-dimethoxymethyl-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of Toluene-4-sulfonic acid (2R,3R)-2-dimethoxymethyl-tetrahydro-furan-3-yl ester

There total 4 articles about Toluene-4-sulfonic acid (2R,3R)-2-dimethoxymethyl-tetrahydro-furan-3-yl ester 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: 70.0%

C21H26O9S2 (20784-52-5) → Toluene-4-sulfonic acid (2R,3R)-2-dimethoxymethyl-tetrahydro-furan-3-yl ester (156420-07-4)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; for 24h;

DOI:10.1016/S0040-4039(00)77150-4

Reference yield:

D-Ribose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) → Toluene-4-sulfonic acid (2R,3R)-2-dimethoxymethyl-tetrahydro-furan-3-yl ester (156420-07-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) HCl(g), 2.) pyridine / 1.) 12 h, 2.) 0 deg C, 19 h

2: 60 percent / 1percent TFA / 40 h / 75 °C

3: 82 percent / pyridine / 12 h / 25 °C

4: 70 percent / 1M LiEt₃BH / tetrahydrofuran / 24 h

With pyridine; hydrogenchloride; lithium triethylborohydride; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)77150-4

Reference yield:

(2R,3R,4R)-2-Dimethoxymethyl-tetrahydro-furan-3,4-diol (64780-62-7) → Toluene-4-sulfonic acid (2R,3R)-2-dimethoxymethyl-tetrahydro-furan-3-yl ester (156420-07-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / pyridine / 12 h / 25 °C

2: 70 percent / 1M LiEt₃BH / tetrahydrofuran / 24 h

With pyridine; lithium triethylborohydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)77150-4

upstream raw materials:

C₂₁H₂₆O₉S₂

D-Ribose

(2R,3R,4R)-2-Dimethoxymethyl-tetrahydro-furan-3,4-diol

methyl 5-O-p-tosyl-D-ribofuranoside