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

Base Information

Chemical Name:(3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one
CAS No.:322648-47-5
Molecular Formula:C₄₀H₅₀O₁₀Si
Molecular Weight:718.917
Hs Code.:

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

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

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

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

There total 1 articles about (3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-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: 93.0%

: 100-39-0
benzyl bromide

: 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

: 322648-47-5
(3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1021/ja0022730

Reference yield: 99.0%

: 98-10-2
benzenesulfonamide

: 322648-47-5
(3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

: 322648-48-6
N-[(2S,3S,4S,5R,6R)-5-((3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-3-iodo-4-triethylsilanyloxy-tetrahydro-pyran-2-yl]-benzenesulfonamide

Guidance literature:: benzenesulfonamide; (3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one; In dichloromethane; at 20 ℃; for 0.166667h;

With iodonium(di-γ-collidine) perchlorate; In dichloromethane; at 0 ℃; for 1h; Further stages.;
DOI:10.1021/ja0022730

Reference yield:

: 322648-47-5
(3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-6-((2R,3R,4R)-2-benzyloxymethyl-4-triethylsilanyloxy-3,4-dihydro-2H-pyran-3-yloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

: 322648-49-7
N-[(2S,3R,4R,5R,6R)-5-((3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-2-ethylsulfanyl-4-triethylsilanyloxy-tetrahydro-pyran-3-yl]-benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 4A MS / CH₂Cl₂ / 0.17 h / 20 °C

1.2: 99 percent / I(sym-coll)2ClO₄ / CH₂Cl₂ / 1 h / 0 °C

2.1: 90 percent / LHMDS / dimethylformamide; tetrahydrofuran / 1 h / 20 °C

With lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja0022730