(3aR,4S,6aR)-2,2-diethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl 4-methylbenzenesulfonate

Base Information

• Chemical Name: (3aR,4S,6aR)-2,2-diethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl 4-methylbenzenesulfonate
• CAS No.: 1218790-16-9
• Molecular Formula: C₁₇H₂₂O₅S
• Molecular Weight: 338.425
• Mol file: 1218790-16-9.mol

Synonyms:(3aR,4S,6aR)-2,2-diethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl 4-methylbenzenesulfonate

Chemical Property of (3aR,4S,6aR)-2,2-diethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,4S,6aR)-2,2-diethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl 4-methylbenzenesulfonate

There total 12 articles about (3aR,4S,6aR)-2,2-diethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl 4-methylbenzenesulfonate 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: 82.0%

(3aS,4S,6aR)-2,2-diethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol (1218790-14-7) + p-toluenesulfonyl chloride (98-59-9) → (3aR,4S,6aR)-2,2-diethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl 4-methylbenzenesulfonate (1218790-16-9)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

Reference yield: 82.0%

(3aS,4S,6aR)-2,2-diethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol (1218790-14-7) → (3aR,4S,6aR)-2,2-diethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl 4-methylbenzenesulfonate (1218790-16-9)

Guidance literature:

With toluene-4-sulfonic acid; triethylamine; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/cmdc.201402315

Reference yield:

tert-butyl(((3aR,4R,6aR)-2,2-diethyl-5-iodo-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane + p-toluenesulfonyl chloride (98-59-9) → (3aR,4S,6aR)-2,2-diethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl 4-methylbenzenesulfonate (1218790-16-9) + (3aR,4R,6aR)-2,2-diethyl-5-fluoro-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl 4-methylbenzenesulfonate

Guidance literature:

tert-butyl(((3aR,4R,6aR)-2,2-diethyl-5-iodo-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane; With n-butyllithium; N-fluorobis(benzenesulfon)imide; In hexane; dichloromethane; at -60 ℃; for 4h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 18h;

p-toluenesulfonyl chloride; With dmap; triethylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1002/cmdc.201402315

upstream raw materials:

(3aS,4S,6aR)-2,2-diethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol

p-toluenesulfonyl chloride

(3aR,6aR)-2,2-diethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one

(4R,5R)-2,2-diethyl-5-vinyl-1,3-dioxolane-4-carbaldehyde