(2R,4aR,6S,6aR,10R,10aS,10bS)-6-Methoxy-10-methyl-2-phenyl-perhydro-8H-pyrano<3',2':4,5>pyrano<3,2-d>-1,3-dioxin

Base Information

Chemical Name:(2R,4aR,6S,6aR,10R,10aS,10bS)-6-Methoxy-10-methyl-2-phenyl-perhydro-8H-pyrano<3',2':4,5>pyrano<3,2-d>-1,3-dioxin
CAS No.:138638-91-2
Molecular Formula:C₁₈H₂₄O₅
Molecular Weight:320.386
Hs Code.:

Synonyms:(2R,4aR,6S,6aR,10R,10aS,10bS)-6-Methoxy-10-methyl-2-phenyl-perhydro-8H-pyrano<3',2':4,5>pyrano<3,2-d>-1,3-dioxin

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Chemical Property of (2R,4aR,6S,6aR,10R,10aS,10bS)-6-Methoxy-10-methyl-2-phenyl-perhydro-8H-pyrano<3',2':4,5>pyrano<3,2-d>-1,3-dioxin

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Technology Process of (2R,4aR,6S,6aR,10R,10aS,10bS)-6-Methoxy-10-methyl-2-phenyl-perhydro-8H-pyrano<3',2':4,5>pyrano<3,2-d>-1,3-dioxin

There total 11 articles about (2R,4aR,6S,6aR,10R,10aS,10bS)-6-Methoxy-10-methyl-2-phenyl-perhydro-8H-pyrano<3',2':4,5>pyrano<3,2-d>-1,3-dioxin 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: 79.0%

: Toluene-4-sulfonic acid (R)-3-((2R,4aR,6S,7R,8R,8aS)-7-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-butyl ester

: 138638-91-2
(2R,4aR,6S,6aR,10R,10aS,10bS)-6-Methoxy-10-methyl-2-phenyl-perhydro-8H-pyrano<3',2':4,5>pyrano<3,2-d>-1,3-dioxin

Guidance literature:: With potassium tert-butylate; In methanol; for 2h; Ambient temperature;
DOI:10.1016/0008-6215(91)80006-9

Reference yield: 30.0%

: 138638-89-8
Methyl 4,6-O-benzylidene-3-C-<(1R)-1-methyl-3-hydroxypropyl>-α-D-glucopyranoside

: 98-59-9
p-toluenesulfonyl chloride

: C₃₂H₃₈O₁₀S₂

: 138638-91-2
(2R,4aR,6S,6aR,10R,10aS,10bS)-6-Methoxy-10-methyl-2-phenyl-perhydro-8H-pyrano<3',2':4,5>pyrano<3,2-d>-1,3-dioxin

: Toluene-4-sulfonic acid (R)-3-((2R,4aR,6S,7R,8R,8aS)-7-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-butyl ester

Guidance literature:: With pyridine; a.) -15 deg C, 1 h, b.) r.t., overnight;
DOI:10.1016/0008-6215(91)80006-9

Reference yield:

: C₂₄H₂₈O₆Se

: 138638-91-2
(2R,4aR,6S,6aR,10R,10aS,10bS)-6-Methoxy-10-methyl-2-phenyl-perhydro-8H-pyrano<3',2':4,5>pyrano<3,2-d>-1,3-dioxin

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / benzene / 0.5 h / Heating

2: 80 percent / xylene / 2 h / Heating

3: silica gel / benzene / Heating

4: 1. disiamylborane, 2. aq. NaOH, 30percent aq. H₂O₂ / 1. oxolane, r.t., 1 h; 2. 35 deg C, 1.5 h

5: NaBH₄ / methanol; H₂O / a.) 0 deg C, 1 h, b.) r.t., 3 h

6: 12 percent / pyridine / a.) -15 deg C, 1 h, b.) r.t., overnight

With pyridine; sodium hydroxide; sodium tetrahydroborate; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; silica gel; triethylamine; In methanol; water; xylene; benzene;
DOI:10.1016/0008-6215(91)80006-9