3,5-O-bis(t-butyldimethylsilyl)-1-O-dibenzylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol

Base Information

• Chemical Name: 3,5-O-bis(t-butyldimethylsilyl)-1-O-dibenzylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol
• CAS No.: 796883-89-1
• Molecular Formula: C₅₃H₇₁O₉PSi₂
• Molecular Weight: 939.286

Synonyms:3,5-O-bis(t-butyldimethylsilyl)-1-O-dibenzylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol

Chemical Property of 3,5-O-bis(t-butyldimethylsilyl)-1-O-dibenzylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol

Chemical Property:

Purity/Quality:

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Technology Process of 3,5-O-bis(t-butyldimethylsilyl)-1-O-dibenzylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol

There total 4 articles about 3,5-O-bis(t-butyldimethylsilyl)-1-O-dibenzylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol 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: 84.0%

benzyl alcohol (100-51-6,185532-71-2) + 3,5-O-bis(t-butyldimethylsilyl)-1-O-diphenylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol (796883-88-0) → 3,5-O-bis(t-butyldimethylsilyl)-1-O-dibenzylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol (796883-89-1)

Guidance literature:

benzyl alcohol; With sodium hydride; In tetrahydrofuran;

3,5-O-bis(t-butyldimethylsilyl)-1-O-diphenylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol; In tetrahydrofuran; for 1h;

DOI:10.1021/ja0466098

Reference yield:

1-O-diphenylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol (376590-85-1) → 3,5-O-bis(t-butyldimethylsilyl)-1-O-dibenzylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol (796883-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / imidazole / dimethylformamide

2: 84 percent / NaH / tetrahydrofuran

With 1H-imidazole; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo060702s

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 3,5-O-bis(t-butyldimethylsilyl)-1-O-dibenzylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol (796883-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 89 percent / imidazole / dimethylformamide / 48 h / 55 °C

2.1: NaH / tetrahydrofuran

2.2: 84 percent / tetrahydrofuran / 1 h

With 1H-imidazole; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja0466098

upstream raw materials:

benzyl alcohol

3,5-O-bis(t-butyldimethylsilyl)-1-O-diphenylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol

tert-butyldimethylsilyl chloride

1-O-diphenylphosphate-2,4,6-tri-O-benzyl-D-myo-inositol

Downstream raw materials:

Octanoic acid (S)-2-{benzyloxy-[(1R,2S,3S,4R,5R,6S)-2,4,6-tris-benzyloxy-3-(bis-benzyloxy-phosphoryloxy)-5-hydroxy-cyclohexyloxy]-phosphoryloxy}-1-octanoyloxymethyl-ethyl ester

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