(3aR,4S,6S,7R,7aS)-6-((2S,3R,4S,5S,6R)-3-Benzyloxy-6-benzyloxymethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-4-ylmethyl)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Base Information

Chemical Name:(3aR,4S,6S,7R,7aS)-6-((2S,3R,4S,5S,6R)-3-Benzyloxy-6-benzyloxymethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-4-ylmethyl)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol
CAS No.:210688-82-7
Molecular Formula:C₃₁H₄₂O₉
Molecular Weight:558.669
Hs Code.:

(3aR,4S,6S,7R,7aS)-6-((2S,3R,4S,5S,6R)-3-Benzyloxy-6-benzyloxymethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-4-ylmethyl)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

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Chemical Property of (3aR,4S,6S,7R,7aS)-6-((2S,3R,4S,5S,6R)-3-Benzyloxy-6-benzyloxymethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-4-ylmethyl)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

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Technology Process of (3aR,4S,6S,7R,7aS)-6-((2S,3R,4S,5S,6R)-3-Benzyloxy-6-benzyloxymethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-4-ylmethyl)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

There total 7 articles about (3aR,4S,6S,7R,7aS)-6-((2S,3R,4S,5S,6R)-3-Benzyloxy-6-benzyloxymethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-4-ylmethyl)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 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:

: C₃₃H₄₆O₉Si

: 210688-82-7
(3aR,4S,6S,7R,7aS)-6-((2S,3R,4S,5S,6R)-3-Benzyloxy-6-benzyloxymethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-4-ylmethyl)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Guidance literature:: With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; for 1h; Yield given;
DOI:10.1055/s-1998-3138

Reference yield:

: (2S,3S,4R,5S,6R)-2-Methyl-6-phenylselanyl-tetrahydro-pyran-3,4,5-triol

: 210688-82-7
(3aR,4S,6S,7R,7aS)-6-((2S,3R,4S,5S,6R)-3-Benzyloxy-6-benzyloxymethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-4-ylmethyl)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Guidance literature:: Multi-step reaction with 4 steps

1: CSA / CH₂Cl₂ / Ambient temperature

2: 1.) BuLi, 2.) DMAP / 1.) THF, -78 deg C to r.t., 2.) THF, r.t., 18 h

3: Bu₃SnH, AIBN / toluene / 17 h / 110 °C

4: nBu₄NF, H₂O / tetrahydrofuran / 1 h

With dmap; n-butyllithium; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; tri-n-butyl-tin hydride; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1055/s-1998-3138

Reference yield:

: 210688-76-9
(3aR,4S,6R,7S,7aS)-2,2,4-Trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

: 210688-82-7
(3aR,4S,6S,7R,7aS)-6-((2S,3R,4S,5S,6R)-3-Benzyloxy-6-benzyloxymethyl-5-hydroxy-2-methoxy-tetrahydro-pyran-4-ylmethyl)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) BuLi, 2.) DMAP / 1.) THF, -78 deg C to r.t., 2.) THF, r.t., 18 h

2: Bu₃SnH, AIBN / toluene / 17 h / 110 °C

3: nBu₄NF, H₂O / tetrahydrofuran / 1 h

With dmap; n-butyllithium; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; water; tri-n-butyl-tin hydride; In tetrahydrofuran; toluene;
DOI:10.1055/s-1998-3138