5-((benzylthio)methyl)-5-bromomethyl-2,2-dimethyl-1,3-dioxane

Base Information

• Chemical Name: 5-((benzylthio)methyl)-5-bromomethyl-2,2-dimethyl-1,3-dioxane
• CAS No.: 1335107-22-6
• Molecular Formula: C₁₅H₂₁BrO₂S
• Molecular Weight: 345.301
• Mol file: 1335107-22-6.mol

Synonyms:5-((benzylthio)methyl)-5-bromomethyl-2,2-dimethyl-1,3-dioxane

Chemical Property of 5-((benzylthio)methyl)-5-bromomethyl-2,2-dimethyl-1,3-dioxane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((benzylthio)methyl)-5-bromomethyl-2,2-dimethyl-1,3-dioxane

There total 1 articles about 5-((benzylthio)methyl)-5-bromomethyl-2,2-dimethyl-1,3-dioxane 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: 99.0%

benzyl bromide (100-39-0) + 7,7-dimethyl-6,8-dioxa-2-thiaspiro[3.5]nonane (156720-48-8) → 5-((benzylthio)methyl)-5-bromomethyl-2,2-dimethyl-1,3-dioxane (1335107-22-6)

Guidance literature:

With potassium carbonate; In acetonitrile; at 60 ℃; for 48h; Inert atmosphere;

DOI:10.1021/ja207004v

Reference yield: 93.0%

5-((benzylthio)methyl)-5-bromomethyl-2,2-dimethyl-1,3-dioxane (1335107-22-6) → bis((5-((benzylthio)methyl)-2,2-dimethyl-1,3-dioxan-5-yl)methyl)sulfane (1335107-23-7)

Guidance literature:

With sodiumsulfide nonahydrate; sodium hydrogencarbonate; potassium iodide; In water; N,N-dimethyl-formamide; at 90 ℃; for 20h; Inert atmosphere;

DOI:10.1021/ja207004v

Reference yield:

5-((benzylthio)methyl)-5-bromomethyl-2,2-dimethyl-1,3-dioxane (1335107-22-6) → (2,2,5-trimethyl-1,3-dioxan-5-yl)methyl 4-(3-(4-cyanophenyl)-5-(4-(3,3,13,13-tetramethyl-2,4,12,14-tetraoxa-8,17,23-trithia-20-azadispiro[5.3.5.9]tetracosan-20-yl)phenyl)-4,5-dihydro-1H-pyrazol-1-yl)-3-fluorobenzene-1-sulfonate (1335107-44-2)

Guidance literature:

Multi-step reaction with 4 steps

1: sodiumsulfide nonahydrate; sodium hydrogencarbonate; potassium iodide / water; N,N-dimethyl-formamide / 20 h / 90 °C / Inert atmosphere

2: caesium carbonate / N,N-dimethyl-formamide / 24 h / 85 °C

3: pyrrolidine / ethanol; benzene / 48 h / 50 °C

4: pyridine; pyridinium p-toluenesulfonate / 38 h / 80 - 100 °C / Inert atmosphere

With pyrrolidine; pyridine; sodiumsulfide nonahydrate; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; caesium carbonate; potassium iodide; In ethanol; water; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja207004v

upstream raw materials:

benzyl bromide

7,7-dimethyl-6,8-dioxa-2-thiaspiro[3.5]nonane

Downstream raw materials:

4-(3-(4-(3,3,13,13-tetramethyl-2,4,12,14-tetraoxa-8,17,23-trithia-20-azadispiro[5.3.5.9]tetracosan-20-yl)phenyl)prop-2-enoyl)benzonitrile

(2,2,5-trimethyl-1,3-dioxan-5-yl)methyl 4-(3-(4-cyanophenyl)-5-(4-(3,3,13,13-tetramethyl-2,4,12,14-tetraoxa-8,17,23-trithia-20-azadispiro[5.3.5.9]tetracosan-20-yl)phenyl)-4,5-dihydro-1H-pyrazol-1-yl)benzene-1-sulfonate

(2,2,5-trimethyl-1,3-dioxan-5-yl)methyl 4-(3-(4-cyanophenyl)-5-(4-(3,3,13,13-tetramethyl-2,4,12,14-tetraoxa-8,17,23-trithia-20-azadispiro[5.3.5.9]tetracosan-20-yl)phenyl)-4,5-dihydro-1H-pyrazol-1-yl)-3-fluorobenzene-1-sulfonate

(2,2,5-trimethyl-1,3-dioxan-5-yl)methyl 4-(3-(4-cyanophenyl)-5-(4-(3,3,13,13-tetramethyl-2,4,12,14-tetraoxa-8,17,23-trithia-20-azadispiro[5.3.5.9]tetracosan-20-yl)phenyl)-4,5-dihydro-1H-pyrazol-1-yl)-3,5-difluorobenzene-1-sulfonate