(2S,4R,5S)-(+)-5-Ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-4-(tosyloxymethyl)-1,3-dioxolan

Base Information

• Chemical Name: (2S,4R,5S)-(+)-5-Ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-4-(tosyloxymethyl)-1,3-dioxolan
• CAS No.: 117180-72-0
• Molecular Formula: C₂₂H₂₈O₇S₂
• Molecular Weight: 468.592
• Mol file: 117180-72-0.mol

Synonyms:(2S,4R,5S)-(+)-5-Ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-4-(tosyloxymethyl)-1,3-dioxolan

Chemical Property of (2S,4R,5S)-(+)-5-Ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-4-(tosyloxymethyl)-1,3-dioxolan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R,5S)-(+)-5-Ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-4-(tosyloxymethyl)-1,3-dioxolan

There total 5 articles about (2S,4R,5S)-(+)-5-Ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-4-(tosyloxymethyl)-1,3-dioxolan 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: 85.0%

4-(phenylsulfonyl)butan-2-one (24731-39-3) + (2R,3S)-(+)-1-(Tosyloxy)-2,3-pentandiol (101077-74-1) → (2S,4R,5S)-(+)-5-Ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-4-(tosyloxymethyl)-1,3-dioxolan (117180-72-0)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at -10 ℃;

Reference yield:

(2R,3R)-3-(ethyloxiran-2-yl)methanol (94424-88-1) → (2S,4R,5S)-(+)-5-Ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-4-(tosyloxymethyl)-1,3-dioxolan (117180-72-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / Et₃N, DMAP / 3 h / Ambient temperature

2: 97 percent / AlCl₃ / 0.5 h / Ambient temperature

3: 90 percent / 0.5percent HCl / methanol / 4 h / Heating

4: 85 percent / TsOH, PPA / CH₂Cl₂ / -10 °C

With hydrogenchloride; dmap; aluminium trichloride; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane;

Reference yield:

<(2R,3S)-2,3-(Isopropylidenedioxy)pentyl> p-Toluenesulfonate (117180-65-1) → (2S,4R,5S)-(+)-5-Ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-4-(tosyloxymethyl)-1,3-dioxolan (117180-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / 0.5percent HCl / methanol / 4 h / Heating

2: 85 percent / TsOH, PPA / CH₂Cl₂ / -10 °C

With hydrogenchloride; toluene-4-sulfonic acid; In methanol; dichloromethane;

upstream raw materials:

4-(phenylsulfonyl)butan-2-one

(2R,3S)-(+)-1-(Tosyloxy)-2,3-pentandiol

(2R,3R)-3-(ethyloxiran-2-yl)methanol

<(2R,3S)-2,3-(Isopropylidenedioxy)pentyl> p-Toluenesulfonate