1-(2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-1H-[1,2,4]triazole-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-(2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-1H-[1,2,4]triazole-3-carboxylic acid methyl ester
• CAS No.: 908005-19-6
• Molecular Formula: C₃₂H₃₃N₃O₆
• Molecular Weight: 555.631
• Mol file: 908005-19-6.mol

Synonyms:1-(2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-1H-[1,2,4]triazole-3-carboxylic acid methyl ester

Chemical Property of 1-(2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-1H-[1,2,4]triazole-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-1H-[1,2,4]triazole-3-carboxylic acid methyl ester

There total 7 articles about 1-(2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-1H-[1,2,4]triazole-3-carboxylic acid methyl 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: 56.0%

toluene-4-sulfonic acid 2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester (908005-18-5) + methyl 1H-1,2,4-triazole-3-carboxylate (4928-88-5) → 1-(2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-1H-[1,2,4]triazole-3-carboxylic acid methyl ester (908005-19-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; Heating;

DOI:10.1081/NCN-200059368

Reference yield:

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (6974-32-9) → 1-(2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-1H-[1,2,4]triazole-3-carboxylic acid methyl ester (908005-19-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 79 percent / SnCl₄ / CH₂Cl₂ / 3 h / Heating

2.1: methanol

2.2: 75 percent / Dowex 50 H⁺; H₂O / methanol / 5 h / 20 °C

3.1: 65 percent / p-TsOH / acetone / 20 °C

4.1: 62 percent / pyridine / 48 h / 20 °C

5.1: 96 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / 0 °C

6.1: 77 percent / DMAP / CH₂Cl₂ / 20 °C

7.1: 56 percent / DBU / acetonitrile / Heating

With pyridine; dmap; lithium aluminium tetrahydride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; tin(IV) chloride; In tetrahydrofuran; methanol; dichloromethane; acetone; acetonitrile;

DOI:10.1081/NCN-200059368

Reference yield:

6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid methyl ester (188125-92-0) → 1-(2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-1H-[1,2,4]triazole-3-carboxylic acid methyl ester (908005-19-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 62 percent / pyridine / 48 h / 20 °C

2: 96 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / 0 °C

3: 77 percent / DMAP / CH₂Cl₂ / 20 °C

4: 56 percent / DBU / acetonitrile / Heating

With pyridine; dmap; lithium aluminium tetrahydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1081/NCN-200059368

upstream raw materials:

toluene-4-sulfonic acid 2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl ester

methyl 1H-1,2,4-triazole-3-carboxylate

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-carboxylic acid methyl ester

Downstream raw materials:

1-(2,2-dimethyl-6-trityloxymethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-1H-[1,2,4]triazole-3-carboxylic acid amide