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

Base Information

Chemical Name:(3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one
CAS No.:183730-69-0
Molecular Formula:C₄₃H₅₆O₁₀Si
Molecular Weight:760.997
Hs Code.:

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

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

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

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

There total 1 articles about (3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-triisopropylsilanyloxymethyl-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: 90.0%

: 100-39-0
benzyl bromide

: 163228-32-8
(3aS,4R,6S,7R,7aR)-6-((2R,3S,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-7-hydroxy-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

: 183730-69-0
(3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1021/ja9724957

Reference yield: 90.0%

: 183730-69-0
(3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

: 201053-18-1
(3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-hydroxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;
DOI:10.1021/ja9724957

Reference yield:

: 183730-69-0
(3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

: 165816-39-7
(2R,3S,4S,5R,6S)-4,5-Bis-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / tetrabutylammonium fluoride, AcOH / tetrahydrofuran

2: 81 percent / NaH / dimethylformamide / 0 - 20 °C

3: 89 percent / K₂CO₃ / methanol

4: 1.) (Bu₃Sn)2O, Dean-Stark, 2.) tetrabutylammonium iodide / 1.) toluene

With tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; acetic acid; bis(tri-n-butyltin)oxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja9724957