(2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-((3aR,5R,6R,7S,7aR)-7-benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-((3aR,5R,6R,7S,7aR)-7-benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-ol
CAS No.:156386-39-9
Molecular Formula:C₅₀H₅₆O₁₁
Molecular Weight:832.988
Hs Code.:

(2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-((3aR,5R,6R,7S,7aR)-7-benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-((3aR,5R,6R,7S,7aR)-7-benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-ol

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Technology Process of (2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-((3aR,5R,6R,7S,7aR)-7-benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-ol

There total 8 articles about (2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-((3aR,5R,6R,7S,7aR)-7-benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-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:

: 100-39-0
benzyl bromide

: 156386-39-9
(2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-((3aR,5R,6R,7S,7aR)-7-benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) TBAF, 2.) NaH / 1.) THF, 2.) DMF

2: 73 percent / SnCl₂, AgClO₄, 2,6-di-t-butylpyridine, 4A molecular sieves / diethyl ether

3: acetone / H₂O / Heating

With 2,6-di-tert-butyl-pyridine; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver perchlorate; sodium hydride; acetone; tin(ll) chloride; In diethyl ether; water;
DOI:10.1016/S0040-4039(00)77002-X

Reference yield:

: 913258-73-8
(2R,3S,4R)-4-Benzyloxy-2-benzyloxymethyl-3-(4-methoxy-benzyloxy)-3,4-dihydro-2H-pyran

: 156386-39-9
(2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-((3aR,5R,6R,7S,7aR)-7-benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: dimethyl dioxirane / acetone

2: 1.) TBAF, 2.) NaH / 1.) THF, 2.) DMF

3: 73 percent / SnCl₂, AgClO₄, 2,6-di-t-butylpyridine, 4A molecular sieves / diethyl ether

4: acetone / H₂O / Heating

With 2,6-di-tert-butyl-pyridine; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver perchlorate; 3,3-dimethyldioxirane; sodium hydride; acetone; tin(ll) chloride; In diethyl ether; water; acetone;
DOI:10.1016/S0040-4039(00)77002-X

Reference yield:

: 156386-35-5
(1S,3R,4R,5S,6R)-5-Benzyloxy-3-benzyloxymethyl-4-(4-methoxy-benzyloxy)-2,7-dioxa-bicyclo[4.1.0]heptane

: 156386-39-9
(2R,3R,4S,5R,6R)-4,5-Bis-benzyloxy-6-((3aR,5R,6R,7S,7aR)-7-benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) TBAF, 2.) NaH / 1.) THF, 2.) DMF

2: 73 percent / SnCl₂, AgClO₄, 2,6-di-t-butylpyridine, 4A molecular sieves / diethyl ether

3: acetone / H₂O / Heating

With 2,6-di-tert-butyl-pyridine; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver perchlorate; sodium hydride; acetone; tin(ll) chloride; In diethyl ether; water;
DOI:10.1016/S0040-4039(00)77002-X