(3aS,4R,6S,7R,7aS)-4-Benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

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Chemical Name:(3aS,4R,6S,7R,7aS)-4-Benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one
CAS No.:202657-35-0
Molecular Formula:C₃₉H₅₈O₁₀Si₂
Molecular Weight:743.055
Hs Code.:

(3aS,4R,6S,7R,7aS)-4-Benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Synonyms:(3aS,4R,6S,7R,7aS)-4-Benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

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Chemical Property of (3aS,4R,6S,7R,7aS)-4-Benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

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Technology Process of (3aS,4R,6S,7R,7aS)-4-Benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

There total 9 articles about (3aS,4R,6S,7R,7aS)-4-Benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-7-triethylsilanyloxy-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: 92.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 202657-33-8
(3aS,4R,6S,7R,7aR)-4-Benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-7-hydroxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

: 202657-35-0
(3aS,4R,6S,7R,7aS)-4-Benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1021/ja9725864

Reference yield:

: 100-39-0
benzyl bromide

: 202657-35-0
(3aS,4R,6S,7R,7aS)-4-Benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / NaH / dimethylformamide / 1 h

2: 3,3-dimethyldioxirane / CH₂Cl₂; acetone / 1 h / 0 °C

3: ZnCl₂ / tetrahydrofuran; diethyl ether / 24 h / Ambient temperature

4: 92 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

With 3,3-dimethyldioxirane; sodium hydride; triethylamine; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja9725864

Reference yield:

: 994-30-9
triethylsilyl chloride

: 202657-35-0
(3aS,4R,6S,7R,7aS)-4-Benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-7-triethylsilanyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / imidazole, DMAP / CH₂Cl₂ / 4 h / -40 °C

2: ZnCl₂ / tetrahydrofuran; diethyl ether / 24 h / Ambient temperature

3: 92 percent / Et₃N / CH₂Cl₂ / 3 h / 0 °C

With 1H-imidazole; dmap; triethylamine; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja9725864