2-(3-methoxy-2-propoxy-5-((2S,5S)-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran-2-yl)phenylsulfonyl)ethanol

Base Information

• Chemical Name: 2-(3-methoxy-2-propoxy-5-((2S,5S)-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran-2-yl)phenylsulfonyl)ethanol
• CAS No.: 140705-14-2
• Molecular Formula: C31H48 O9 S Si
• Molecular Weight: 624.868
• Mol file: 140705-14-2.mol

Synonyms:Silane, (1,1-dimethylethyl)[2-[[3-methoxy-2-propoxy-5-[tetrahydro-5-(3,4,5-trimethoxyphenyl)-2-furanyl]phenyl]sulfonyl]ethoxy]dimethyl-,(2S-trans)- (9CI)

Chemical Property of 2-(3-methoxy-2-propoxy-5-((2S,5S)-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran-2-yl)phenylsulfonyl)ethanol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 683.572°C at 760 mmHg
• Flash Point: 367.211°C
• PSA: 107.13000
• Density: 1.114
• LogP: 7.97890

Purity/Quality:

99% ^*data from raw suppliers

(2S,5S)-2-[3-[[2-[(tert-Butyldimethylsilyl)oxy]ethyl]sulfonyl]-5-methoxy-4-propoxyphenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(3-methoxy-2-propoxy-5-((2S,5S)-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran-2-yl)phenylsulfonyl)ethanol

There total 25 articles about 2-(3-methoxy-2-propoxy-5-((2S,5S)-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran-2-yl)phenylsulfonyl)ethanol 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: 80.0%

(2S,5S)-2-(3',4',5'-trimethoxyphenyl)-5-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfanyl)-4-propoxyphenyl]tetrahydrofuran (481725-20-6) → (2S,5S)-2-(3',4',5'-trimethoxyphenyl)-5-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfonyl)-4-propoxyphenyl]tetrahydrofuran (140705-14-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/S0957-4166(02)00334-8

Reference yield:

4[3-Methoxy-4-n-propyloxy-5-iodophenyl]-4S-butyrolactone (133095-95-1) → (2S,5S)-2-(3',4',5'-trimethoxyphenyl)-5-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfonyl)-4-propoxyphenyl]tetrahydrofuran (140705-14-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / copper bronze / dimethylformamide / 22 h / 108 °C

2: 95 percent / magnesium monoperoxyphthalate / H₂O; acetonitrile / 2 h / 50 °C

3: 95 percent / imidazole / dimethylformamide / 2 h / 25 °C

4: 97 percent / diisobutylaluminum hydride / toluene / 1 h / -70 °C

5: 1) Mg

With 1H-imidazole; copper; diisobutylaluminium hydride; magnesium monoperoxyphthalate hexahydrate; magnesium; In water; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1021/jo00052a013

Reference yield:

(S)-4-Hydroxy-4-(3-iodo-5-methoxy-4-propoxy-phenyl)-butyric acid (133095-94-0) → (2S,5S)-2-(3',4',5'-trimethoxyphenyl)-5-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfonyl)-4-propoxyphenyl]tetrahydrofuran (140705-14-2)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridinium p-toluenesulfonate / toluene / 0.75 h / 70 °C

2: 90 percent / copper bronze / dimethylformamide / 22 h / 108 °C

3: 95 percent / magnesium monoperoxyphthalate / H₂O; acetonitrile / 2 h / 50 °C

4: 95 percent / imidazole / dimethylformamide / 2 h / 25 °C

5: 97 percent / diisobutylaluminum hydride / toluene / 1 h / -70 °C

6: 1) Mg

With 1H-imidazole; pyridinium p-toluenesulfonate; copper; diisobutylaluminium hydride; magnesium monoperoxyphthalate hexahydrate; magnesium; In water; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1021/jo00052a013

upstream raw materials:

1-bromo-3,4,5-trimethoxybenzene

1-lithio-3,4,5-trimethoxybenzene

(2S,5S)-2-(3',4',5'-trimethoxyphenyl)-5-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfanyl)-4-propoxyphenyl]tetrahydrofuran

5-iodovaniline

Downstream raw materials:

MK 287

Refernces

• 1、 Thompson,Tschaen,Simpson,McSwine,Reamer,Verhoeven,Shinkai. "Synthesis of PAF antagonist MK-287". . p. 7044 - 7052. Retrieved 2007/10/02.