(2R*,4R*,5R*)-(+/-)-4-(Brommethyl)-5-ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-1,3-dioxolan

Base Information

• Chemical Name: (2R*,4R*,5R*)-(+/-)-4-(Brommethyl)-5-ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-1,3-dioxolan
• CAS No.: 89635-24-5
• Molecular Formula: C₁₅H₂₁BrO₄S
• Molecular Weight: 377.299
• Mol file: 89635-24-5.mol

Synonyms:(2R*,4R*,5R*)-(+/-)-4-(Brommethyl)-5-ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-1,3-dioxolan

Chemical Property of (2R*,4R*,5R*)-(+/-)-4-(Brommethyl)-5-ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-1,3-dioxolan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R*,4R*,5R*)-(+/-)-4-(Brommethyl)-5-ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-1,3-dioxolan

There total 5 articles about (2R*,4R*,5R*)-(+/-)-4-(Brommethyl)-5-ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-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: 50.0%

4-phenylsulfonyl-2-butanone dimethyl acetal (85785-78-0) + (2R*,3R*)-(+/-)-1-Brom-2,3-pentandiol (89635-23-4) → (2R*,4R*,5R*)-(+/-)-4-(Brommethyl)-5-ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-1,3-dioxolan (89635-24-5)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at -5 ℃; for 168h;

Reference yield:

(2S*,3R*)-(+/-)-1-(Tosyloxy)-2,3-pentandiol (117180-71-9) → (2R*,4R*,5R*)-(+/-)-4-(Brommethyl)-5-ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-1,3-dioxolan (89635-24-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / LiBr / acetone / 4 h / Heating

2: TsOH, PPA / CH₂Cl₂ / 24 h / -8 °C

With toluene-4-sulfonic acid; lithium bromide; In dichloromethane; acetone;

Reference yield:

(E)-1-bromo-2-pentene (7348-71-2) → (2R*,4R*,5R*)-(+/-)-4-(Brommethyl)-5-ethyl-2-methyl-2-<2-(phenylsulfonyl)ethyl>-1,3-dioxolan (89635-24-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) 50percent H₂O₂, 2) p-toluenesulfonic acid / 1) formic acid, water, 12 h, room temperature, 2) methanol, 3 h, reflux

2: 50 percent / p-toluenesulfonic acid / CH₂Cl₂ / 168 h / -5 °C

With dihydrogen peroxide; toluene-4-sulfonic acid; In dichloromethane;

upstream raw materials:

4-phenylsulfonyl-2-butanone dimethyl acetal

(2R*,3R*)-(+/-)-1-Brom-2,3-pentandiol

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

(E)-1-bromo-2-pentene

Downstream raw materials:

(1RS,3SR,5SR,7SR)-7-Ethyl-5-methyl-3-phenylsulfonyl-6,8-dioxabicyclo<3.2.1>octan