7-(tert-butyl-dimethyl-silanyloxy)-4-triisopropylsilanyloxymethyl-6-[2-triisopropylsilanyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran-4-yloxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Base Information

• Chemical Name: 7-(tert-butyl-dimethyl-silanyloxy)-4-triisopropylsilanyloxymethyl-6-[2-triisopropylsilanyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran-4-yloxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one
• CAS No.: 210427-05-7
• Molecular Formula: C₆₄H₁₀₀O₁₄Si₃
• Molecular Weight: 1177.75

Synonyms:7-(tert-butyl-dimethyl-silanyloxy)-4-triisopropylsilanyloxymethyl-6-[2-triisopropylsilanyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran-4-yloxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Chemical Property of 7-(tert-butyl-dimethyl-silanyloxy)-4-triisopropylsilanyloxymethyl-6-[2-triisopropylsilanyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran-4-yloxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Chemical Property:

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MSDS Files:

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Technology Process of 7-(tert-butyl-dimethyl-silanyloxy)-4-triisopropylsilanyloxymethyl-6-[2-triisopropylsilanyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran-4-yloxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

There total 6 articles about 7-(tert-butyl-dimethyl-silanyloxy)-4-triisopropylsilanyloxymethyl-6-[2-triisopropylsilanyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran-4-yloxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one 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:

1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose (137915-37-8) → 7-(tert-butyl-dimethyl-silanyloxy)-4-triisopropylsilanyloxymethyl-6-[2-triisopropylsilanyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran-4-yloxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one (210427-05-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 72 percent / Et₃N; DMAP / CH₂Cl₂ / 5 h / 20 °C

2: AgClO₄; di-tert-butylpyridine; 4A MS / SnCl₂ / diethyl ether / 22 h / 20 °C

3: K₂CO₃; MeOH / tetrahydrofuran / 20 h

4: ZnCl₂ / tetrahydrofuran / 2.5 h / 20 °C

5: 94 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With methanol; dmap; silver perchlorate; potassium carbonate; triethylamine; Di-tert-butylpyridine; zinc(II) chloride; tin(ll) chloride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ja0022730

Reference yield:

6-O-triisopropylsilyl-3-O-triphenylsilyl glucal (322648-40-8) → 7-(tert-butyl-dimethyl-silanyloxy)-4-triisopropylsilanyloxymethyl-6-[2-triisopropylsilanyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran-4-yloxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one (210427-05-7)

Guidance literature:

Multi-step reaction with 4 steps

1: AgClO₄; di-tert-butylpyridine; 4A MS / SnCl₂ / diethyl ether / 22 h / 20 °C

2: K₂CO₃; MeOH / tetrahydrofuran / 20 h

3: ZnCl₂ / tetrahydrofuran / 2.5 h / 20 °C

4: 94 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With methanol; silver perchlorate; potassium carbonate; triethylamine; Di-tert-butylpyridine; zinc(II) chloride; tin(ll) chloride; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/ja0022730

Reference yield:

(3R,3aS,6aS)-3-Triisopropylsilanyloxymethyl-tetrahydro-1,2,4,6-tetraoxa-cyclopropa[e]inden-5-one → 7-(tert-butyl-dimethyl-silanyloxy)-4-triisopropylsilanyloxymethyl-6-[2-triisopropylsilanyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran-4-yloxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one (210427-05-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ZnCl₂ / tetrahydrofuran / 2.5 h / 20 °C

2: 94 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

With triethylamine; zinc(II) chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja0022730

upstream raw materials:

1,2-dideoxy-6-O-triisopropylsilyl-D-arabino-1-hexenopyranose

1,5-anhydro-6-O-triisopropylsilyl-3,4-O-carbonate-2-deoxy-D-lyxo-hex-1-enopyranose

6-O-triisopropylsilyl-3-O-triphenylsilyl glucal

(2R,3S,4R)-2-Triisopropylsilanyloxymethyl-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran-4-ol

Downstream raw materials:

C₇₀H₁₀₆INO₁₆SSi₃

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