(2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene

Base Information

Chemical Name:(2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene
CAS No.:647832-33-5
Molecular Formula:C₃₇H₄₀O₈
Molecular Weight:612.72
Hs Code.:

Synonyms:(2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene

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Chemical Property of (2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene

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Technology Process of (2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene

There total 8 articles about (2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene 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: 81.0%

: 647832-31-3
(2R,3R,4R,4aR,10bR)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene

: 647832-33-5
(2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1016/j.tetlet.2003.10.006

Reference yield: 70.0%

: 647832-30-2
(2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-pent-4-enyloxy-5-(3,4,5-trimethoxy-benzyloxy)-tetrahydro-pyran

: 647832-33-5
(2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene

: 647832-31-3
(2R,3R,4R,4aR,10bR)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene

Guidance literature:: With iodonium di(2,4,6-trimethylpyridine) perchlorate; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/j.tetlet.2003.10.006

Reference yield:

: 3840-31-1
(3,4,5-trimethoxyphenyl)methanol

: 647832-33-5
(2R,3R,4R,4aR,10bS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-8,9,10-trimethoxy-2,3,4,4a,6,10b-hexahydro-pyrano[3,2-c]isochromene

Guidance literature:: Multi-step reaction with 3 steps

1: SOCl₂

2: 70 percent / NaH / dimethylformamide

3: 16 percent / iodonium dicollidine perchlorate / CH₂Cl₂ / 3 h / 20 °C

With thionyl chloride; iodonium di(2,4,6-trimethylpyridine) perchlorate; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2003.10.006