Trifluoro-methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-pent-4-enyl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-pent-4-enyl ester
• CAS No.: 317855-29-1
• Molecular Formula: C₁₄H₁₇F₃O₅S
• Molecular Weight: 354.347
• Mol file: 317855-29-1.mol

Synonyms:Trifluoro-methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-pent-4-enyl ester

Chemical Property of Trifluoro-methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-pent-4-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Trifluoro-methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-pent-4-enyl ester

There total 3 articles about Trifluoro-methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-pent-4-enyl ester 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:

trifluoromethylsulfonic anhydride (358-23-6) + (3S)-3-((methoxyphenyl)methyl)oxy-5-hydroxy-1-pentene (317855-28-0) → Trifluoro-methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-pent-4-enyl ester (317855-29-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jo0012748

Reference yield:

(-)-(3S)-3-[(4-methoxybenzyl)oxy]dihydrofuran-2(3H)-one (308357-84-8) → Trifluoro-methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-pent-4-enyl ester (317855-29-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 60 percent / DIBALH / CH₂Cl₂; hexane / 0.5 h / -78 °C

2.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / 0 °C

2.2: 67 percent / tetrahydrofuran; toluene / 18 h / 20 °C

3.1: 15.3 mg / triethylamine / CH₂Cl₂ / 1 h / 0 °C

With potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; toluene; 2.2: Wittig reaction;

DOI:10.1021/jo0012748

Reference yield:

(3S)-3-[(4-methoxybenzyl)oxy]tetrahydro-2-furanol (317855-27-9) → Trifluoro-methanesulfonic acid (S)-3-(4-methoxy-benzyloxy)-pent-4-enyl ester (317855-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / 0 °C

1.2: 67 percent / tetrahydrofuran; toluene / 18 h / 20 °C

2.1: 15.3 mg / triethylamine / CH₂Cl₂ / 1 h / 0 °C

With potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; dichloromethane; toluene; 1.2: Wittig reaction;

DOI:10.1021/jo0012748

upstream raw materials:

trifluoromethylsulfonic anhydride

(3S)-3-((methoxyphenyl)methyl)oxy-5-hydroxy-1-pentene

(-)-(3S)-3-[(4-methoxybenzyl)oxy]dihydrofuran-2(3H)-one

(3S)-3-[(4-methoxybenzyl)oxy]tetrahydro-2-furanol