benzyl 1-[2,3,6-O-tris(methoxymethylene)-4,5-O-bis(dibenzoxylphosphoryl)-myo-inositol]-4-(sn-3,4-dihydroxy-1-fluoro-1-buten-1-yl)phosphonate

Base Information

• Chemical Name: benzyl 1-[2,3,6-O-tris(methoxymethylene)-4,5-O-bis(dibenzoxylphosphoryl)-myo-inositol]-4-(sn-3,4-dihydroxy-1-fluoro-1-buten-1-yl)phosphonate
• CAS No.: 888472-80-8
• Molecular Formula: C₅₁H₆₂FO₁₉P₃
• Molecular Weight: 1090.96
• Mol file: 888472-80-8.mol

Synonyms:benzyl 1-[2,3,6-O-tris(methoxymethylene)-4,5-O-bis(dibenzoxylphosphoryl)-myo-inositol]-4-(sn-3,4-dihydroxy-1-fluoro-1-buten-1-yl)phosphonate

Chemical Property of benzyl 1-[2,3,6-O-tris(methoxymethylene)-4,5-O-bis(dibenzoxylphosphoryl)-myo-inositol]-4-(sn-3,4-dihydroxy-1-fluoro-1-buten-1-yl)phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 1-[2,3,6-O-tris(methoxymethylene)-4,5-O-bis(dibenzoxylphosphoryl)-myo-inositol]-4-(sn-3,4-dihydroxy-1-fluoro-1-buten-1-yl)phosphonate

There total 4 articles about benzyl 1-[2,3,6-O-tris(methoxymethylene)-4,5-O-bis(dibenzoxylphosphoryl)-myo-inositol]-4-(sn-3,4-dihydroxy-1-fluoro-1-buten-1-yl)phosphonate 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: 86.0%

benzyl 1-[2,3,6-O-tris(methoxymethylene)-4,5-O-bis(dibenzoxylphosphoryl)-myo-inositol]-4-(sn-3,4-O-cyclohexylidene-1-fluoro-1-buten-1-yl)phosphonate → benzyl 1-[2,3,6-O-tris(methoxymethylene)-4,5-O-bis(dibenzoxylphosphoryl)-myo-inositol]-4-(sn-3,4-dihydroxy-1-fluoro-1-buten-1-yl)phosphonate (888472-80-8)

Guidance literature:

With water; trifluoroacetic acid; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/ja060621d

Reference yield:

C47H57O17P3 (888472-78-4) → benzyl 1-[2,3,6-O-tris(methoxymethylene)-4,5-O-bis(dibenzoxylphosphoryl)-myo-inositol]-4-(sn-3,4-dihydroxy-1-fluoro-1-buten-1-yl)phosphonate (888472-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / Pd(OAc)2; dppf; propylene oxide / tetrahydrofuran / 10 h / 70 °C

2: 86 percent / TFA; water / tetrahydrofuran / 1 h / 0 °C

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; water; trifluoroacetic acid; methyloxirane; In tetrahydrofuran;

DOI:10.1021/ja060621d

Reference yield:

Phosphoric acid dibenzyl ester (1R,2R,3S,4R,5R,6S)-4-(benzyloxy-diisopropylamino-phosphanyloxy)-2-(bis-benzyloxy-phosphoryloxy)-3,5,6-tris-methoxymethoxy-cyclohexyl ester → benzyl 1-[2,3,6-O-tris(methoxymethylene)-4,5-O-bis(dibenzoxylphosphoryl)-myo-inositol]-4-(sn-3,4-dihydroxy-1-fluoro-1-buten-1-yl)phosphonate (888472-80-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 mg / water; 1H-tetrazole / CH₂Cl₂ / 1 h / 20 °C

2: 62 percent / Pd(OAc)2; dppf; propylene oxide / tetrahydrofuran / 10 h / 70 °C

3: 86 percent / TFA; water / tetrahydrofuran / 1 h / 0 °C

With 1H-tetrazole; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; water; trifluoroacetic acid; methyloxirane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja060621d

upstream raw materials:

C₄₇H₅₇O₁₇P₃

1D-2,3,6-O-tris(methoxymethylene)-myo-inositol 4,5-bis(dibenzyl phosphate)

Downstream raw materials:

benzyl 1-[2,3,6-O-tris(methoxymethylene)-4,5-O-bis(dibenzoxylphosphoryl)-myo-inositol]-4-(sn-3,4-O-dipalmitoyl-1-fluoro-1-buten-1-yl)phosphonate

benzyl 1-[2,3,6-O-tris(methoxymethylene)-4,5-O-bis(dibenzoxylphosphoryl)-myo-inositol]-4-(sn-3,4-O-dioctanoyl-1-fluoro-1-buten-1-yl)phosphonate