(S)-4-(triphenylmethoxy)-2-(2-chloroethoxy)-1-chlorobutane

Base Information

• Chemical Name: (S)-4-(triphenylmethoxy)-2-(2-chloroethoxy)-1-chlorobutane
• CAS No.: 203250-04-8
• Molecular Formula: C₂₅H₂₆Cl₂O₂
• Molecular Weight: 429.386
• Mol file: 203250-04-8.mol

Synonyms:(S)-4-(triphenylmethoxy)-2-(2-chloroethoxy)-1-chlorobutane

Chemical Property of (S)-4-(triphenylmethoxy)-2-(2-chloroethoxy)-1-chlorobutane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-(triphenylmethoxy)-2-(2-chloroethoxy)-1-chlorobutane

There total 7 articles about (S)-4-(triphenylmethoxy)-2-(2-chloroethoxy)-1-chlorobutane 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: 100.0%

(S)-3-[2-{(methylsulfonyl)oxy}ethoxy]-4-(triphenylmethoxy)-1-butanol methanesulfonate (170277-77-7) → (S)-4-(triphenylmethoxy)-2-(2-chloroethoxy)-1-chlorobutane (203250-04-8)

Guidance literature:

With tetrabutyl-ammonium chloride; In toluene; for 0.5h; Heating;

DOI:10.1021/jo971980h

Reference yield:

trityl chloride (76-83-5) → (S)-4-(triphenylmethoxy)-2-(2-chloroethoxy)-1-chlorobutane (203250-04-8)

Guidance literature:

Multi-step reaction with 6 steps

1: triethylamine / CH₂Cl₂ / 24 h / 20 - 25 °C

2: 1.) CuI / 1.) THF, -30 deg C, 15 min, 2.) THF, -30 deg C, 1 h

3: 1.) potassium tert-butoxide / 1.) THF, 45 deg C, 45 min; other reagents: NaH, NaOH/tetrabutylammonium bromide, NaOH/tetrabutylammonium fluoride, 2.) THF, 21 deg C, 1 h

4: 1.) ozone, Sudan red, 2.) NaBH₄, NaOH / 1.) CH₂Cl₂, ethanol, 2.) CH₂Cl₂, ethanol, 25 deg C, 12-16 h

5: 88 percent / triethylamine / CH₂Cl₂ / 0 - 5 °C / 1-2 h

6: 100 percent / tetrabutylammonium chloride / toluene / 0.5 h / Heating

With sodium hydroxide; sodium tetrahydroborate; copper(l) iodide; sudan red; potassium tert-butylate; tetrabutyl-ammonium chloride; ozone; triethylamine; In dichloromethane; toluene;

DOI:10.1021/jo971980h

Reference yield:

(S)-tritylglycidol (129940-50-7) → (S)-4-(triphenylmethoxy)-2-(2-chloroethoxy)-1-chlorobutane (203250-04-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) CuI / 1.) THF, -30 deg C, 15 min, 2.) THF, -30 deg C, 1 h

2: 1.) potassium tert-butoxide / 1.) THF, 45 deg C, 45 min; other reagents: NaH, NaOH/tetrabutylammonium bromide, NaOH/tetrabutylammonium fluoride, 2.) THF, 21 deg C, 1 h

3: 1.) ozone, Sudan red, 2.) NaBH₄, NaOH / 1.) CH₂Cl₂, ethanol, 2.) CH₂Cl₂, ethanol, 25 deg C, 12-16 h

4: 88 percent / triethylamine / CH₂Cl₂ / 0 - 5 °C / 1-2 h

5: 100 percent / tetrabutylammonium chloride / toluene / 0.5 h / Heating

With sodium hydroxide; sodium tetrahydroborate; copper(l) iodide; sudan red; potassium tert-butylate; tetrabutyl-ammonium chloride; ozone; triethylamine; In dichloromethane; toluene;

DOI:10.1021/jo971980h

upstream raw materials:

(S)-3-[2-{(methylsulfonyl)oxy}ethoxy]-4-(triphenylmethoxy)-1-butanol methanesulfonate

trityl chloride

(S)-tritylglycidol

(R)-3-chloro-1-O-trityl-1,2-propanediol

Downstream raw materials:

(9S)-6,7,10,11-tetrahydro-19-methyl-9-[(triphenylmethoxy)-methyl]-9H,18H-5,21:12,17-dimethenodibenzo[e,k]pyrrolo[3,4-h]-[1,4,13]oxadiazacyclohexadecine-18,20(19H)-dione