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

Base Information

Chemical Name:(3aS,4R,6R,7R,7aR)-4-Benzyloxymethyl-6-((2R,3S,4R)-2-benzyloxymethyl-3-triethylsilanyloxy-3,4-dihydro-2H-pyran-4-yloxy)-7-hydroxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one
CAS No.:322648-63-5
Molecular Formula:C₃₃H₄₄O₁₀Si
Molecular Weight:628.792
Hs Code.:

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

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

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

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

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

: 1054643-14-9
(1aS,3R,3aS,6aS,6bR)-3-Benzyloxymethyl-tetrahydro-1,2,4,6-tetraoxa-cyclopropa[e]inden-5-one

: 322648-62-4
6-O-benzyl-4-O-TES glucal

: 322648-63-5
(3aS,4R,6R,7R,7aR)-4-Benzyloxymethyl-6-((2R,3S,4R)-2-benzyloxymethyl-3-triethylsilanyloxy-3,4-dihydro-2H-pyran-4-yloxy)-7-hydroxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Guidance literature:: With zinc(II) chloride; In tetrahydrofuran; diethyl ether; benzene; at 20 ℃; for 4h;
DOI:10.1021/ja0022730

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 322648-63-5
(3aS,4R,6R,7R,7aR)-4-Benzyloxymethyl-6-((2R,3S,4R)-2-benzyloxymethyl-3-triethylsilanyloxy-3,4-dihydro-2H-pyran-4-yloxy)-7-hydroxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 70 percent / DIBAL-H / CH₂Cl₂; toluene / 1 h / -78 °C

3: ZnCl₂ / benzene; tetrahydrofuran; diethyl ether / 4 h / 20 °C

With diisobutylaluminium hydride; triethylamine; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; benzene;
DOI:10.1021/ja0022730

Reference yield:

: 165524-85-6
6-O-(benzyl)-D-glucal

: 322648-63-5
(3aS,4R,6R,7R,7aR)-4-Benzyloxymethyl-6-((2R,3S,4R)-2-benzyloxymethyl-3-triethylsilanyloxy-3,4-dihydro-2H-pyran-4-yloxy)-7-hydroxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / DMAP; pyridine / CH₂Cl₂

2: 96 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

3: 70 percent / DIBAL-H / CH₂Cl₂; toluene / 1 h / -78 °C

4: ZnCl₂ / benzene; tetrahydrofuran; diethyl ether / 4 h / 20 °C

With pyridine; dmap; diisobutylaluminium hydride; triethylamine; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; benzene;
DOI:10.1021/ja0022730