(3R)-1-benzenesulfonyl-3-(tetrahydro-2H-pyran-2-yl)oxy-4,4-trimethylenehexane

Base Information

• Chemical Name: (3R)-1-benzenesulfonyl-3-(tetrahydro-2H-pyran-2-yl)oxy-4,4-trimethylenehexane
• CAS No.: 255721-59-6
• Molecular Formula: C₂₀H₃₀O₄S
• Molecular Weight: 366.522
• Mol file: 255721-59-6.mol

Synonyms:(3R)-1-benzenesulfonyl-3-(tetrahydro-2H-pyran-2-yl)oxy-4,4-trimethylenehexane

Chemical Property of (3R)-1-benzenesulfonyl-3-(tetrahydro-2H-pyran-2-yl)oxy-4,4-trimethylenehexane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-1-benzenesulfonyl-3-(tetrahydro-2H-pyran-2-yl)oxy-4,4-trimethylenehexane

There total 7 articles about (3R)-1-benzenesulfonyl-3-(tetrahydro-2H-pyran-2-yl)oxy-4,4-trimethylenehexane 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: 96.0%

3,4-dihydro-2H-pyran (110-87-2) + (3R)-1-benzenesulfonyl-4,4-(trimethylene)hexane-3-ol (255721-58-5) → (3R)-1-benzenesulfonyl-3-(tetrahydro-2H-pyran-2-yl)oxy-4,4-trimethylenehexane (255721-59-6)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane;

DOI:10.1055/s-2002-19781

Reference yield:

thiophenol (108-98-5) → (3R)-1-benzenesulfonyl-3-(tetrahydro-2H-pyran-2-yl)oxy-4,4-trimethylenehexane (255721-59-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1144 g / H₂O; toluene / 1 h / 20 °C

2: Oxone(R) / methanol; H₂O / 3 h

3: 96 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h / 20 - 30 °C

With oxone; toluene-4-sulfonic acid; In methanol; dichloromethane; water; toluene;

DOI:10.1016/S0968-0896(02)00008-1

Reference yield:

(3R)-4,4-(trimethylene)hexane-1,3-diol (255721-55-2) → (3R)-1-benzenesulfonyl-3-(tetrahydro-2H-pyran-2-yl)oxy-4,4-trimethylenehexane (255721-59-6)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrabutylammonium bromide; NaOH / H₂O; toluene / 1 h / 20 °C

2: 1144 g / H₂O; toluene / 1 h / 20 °C

3: Oxone(R) / methanol; H₂O / 3 h

4: 96 percent / p-toluenesulfonic acid / CH₂Cl₂ / 1 h / 20 - 30 °C

With sodium hydroxide; oxone; tetrabutylammomium bromide; toluene-4-sulfonic acid; In methanol; dichloromethane; water; toluene;

DOI:10.1016/S0968-0896(02)00008-1

upstream raw materials:

3,4-dihydro-2H-pyran

(3R)-1-benzenesulfonyl-4,4-(trimethylene)hexane-3-ol

thiophenol

(3R)-4,4-(trimethylene)hexane-1,3-diol

Downstream raw materials:

(5Z)-7-{(1R,2R,3R,5R)-5-chloro-2-[(1E,4S)-4-(1-ethylchlorobutyl)-4-hydroxy-1-butenyl]-3-hydroxycyclopentyl}-5-heptenoic acid

(Z)-7-[(1R,2R,3R,5R)-2-[(S)-1-Acetoxy-2-benzenesulfonyl-4-(1-ethyl-cyclobutyl)-4-(tetrahydro-pyran-2-yloxy)-butyl]-5-chloro-3-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-hept-5-enoic acid methyl ester