MK 287

Base Information

• Chemical Name: MK 287
• CAS No.: 135947-75-0
• Molecular Formula: C25H34 O9 S
• Molecular Weight: 510.606
• Mol file: 135947-75-0.mol

Synonyms:Ethanol,2-[[3-methoxy-2-propoxy-5-[tetrahydro-5-(3,4,5-trimethoxyphenyl)-2-furanyl]phenyl]sulfonyl]-,(2S-trans)-; L 680573; MK 287

Chemical Property of MK 287

Chemical Property:

• Vapor Pressure: 1.2E-19mmHg at 25°C
• Boiling Point: 684°Cat760mmHg
• Flash Point: 367.5°C
• PSA: 118.13000
• Density: 1.224g/cm³
• LogP: 4.94940

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of MK 287

There total 26 articles about MK 287 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: 94.0%

(2S,5S)-2-(3',4',5'-trimethoxyphenyl)-5-[3-methoxy-5-(2'-t-butyldimethylsilyloxyethanesulfonyl)-4-propoxyphenyl]tetrahydrofuran (140705-14-2) → MK 287 (135947-75-0,143445-03-8)

Guidance literature:

With oxalic acid; In methanol; at 23 ℃; for 20h;

DOI:10.1021/jo00052a013

Reference yield:

4[3-Methoxy-4-n-propyloxy-5-iodophenyl]-4S-butyrolactone (133095-95-1) → MK 287 (135947-75-0,143445-03-8)

Guidance literature:

Multi-step reaction with 6 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

6: 94 percent / oxalic acid / methanol / 20 h / 23 °C

With 1H-imidazole; oxalic acid; copper; diisobutylaluminium hydride; magnesium monoperoxyphthalate hexahydrate; magnesium; In methanol; 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) → MK 287 (135947-75-0,143445-03-8)

Guidance literature:

Multi-step reaction with 7 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

7: 94 percent / oxalic acid / methanol / 20 h / 23 °C

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

DOI:10.1021/jo00052a013

upstream raw materials:

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

5-iodovaniline

1-bromo-3,4,5-trimethoxybenzene

3-methoxy-4-n-propyloxy-5-iodobenzaldehyde

Refernces

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