(2R,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol

Base Information

• Chemical Name: (2R,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol
• CAS No.: 951133-79-2
• Molecular Formula: C₁₇H₂₄O₄S
• Molecular Weight: 324.441
• Mol file: 951133-79-2.mol

Synonyms:(2R,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol

Chemical Property of (2R,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol

There total 6 articles about (2R,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol 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: 35.0%

(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triethylsilane (951133-51-0) → (-)-(5S)-(4E)-4-(p-tolylsulfonyl)deca-1,3-dien-5-ol (951133-77-0) + (2R,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol (951133-79-2) + (2S,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol (951133-63-4)

Guidance literature:

(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triethylsilane; With (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III); ammonium acetate; dihydrogen peroxide; In methanol; dichloromethane; at 0 - 4 ℃; for 48h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 17h; optical yield given as %de; Further stages; Inert atmosphere;

DOI:10.1021/jo801803m

Reference yield: 30.0%

(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]t-butyldimethylsilane (951133-50-9) → (-)-(5S)-(4E)-4-(p-tolylsulfonyl)deca-1,3-dien-5-ol (951133-77-0) + (2R,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol (951133-79-2) + (2S,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol (951133-63-4)

Guidance literature:

(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]t-butyldimethylsilane; With (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III); ammonium acetate; dihydrogen peroxide; In methanol; dichloromethane; at 0 - 4 ℃; for 48h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 17h; optical yield given as %de; Further stages; Inert atmosphere;

DOI:10.1021/jo801803m

Reference yield: 24.0%

(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triisobutylsilane (951133-52-1) → (-)-(5S)-(4E)-4-(p-tolylsulfonyl)deca-1,3-dien-5-ol (951133-77-0) + (2R,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol (951133-79-2) + (2S,5S)-5-pentyl-4-(p-tolylsulfonyl)-2,5-dihydrofuran-2-methanol (951133-63-4)

Guidance literature:

(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triisobutylsilane; With (-)-chloro((1R,2R)-4,4',6,6'-tetra-tert-butyl-2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]diphenolato)manganese(III); ammonium acetate; dihydrogen peroxide; In methanol; dichloromethane; at 0 - 4 ℃; for 72h; Inert atmosphere;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 3h; optical yield given as %de; Further stages; Inert atmosphere;

DOI:10.1021/jo801803m

upstream raw materials:

(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]t-butyldimethylsilane

(+)-(5S,S(S))-(2E)-[4-(p-tolylsulfinyl)deca-1,3-dien-5-yloxy]triisobutylsilane

(+)-(5S,S(S))-(4E)-4-(p-tolylsulfinyl)deca-1,3-dien-5-ol

(-)-(5S)-(4E)-4-(p-tolylsulfonyl)deca-1,3-dien-5-ol