(2R,3R,5R,6R)-6-Methoxy-5-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3R,5R,6R)-6-Methoxy-5-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-ol
CAS No.:182167-66-4
Molecular Formula:C₁₅H₂₂O₅
Molecular Weight:282.337
Hs Code.:

Synonyms:

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Chemical Property of (2R,3R,5R,6R)-6-Methoxy-5-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-ol

Chemical Property:

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Technology Process of (2R,3R,5R,6R)-6-Methoxy-5-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-ol

There total 7 articles about (2R,3R,5R,6R)-6-Methoxy-5-(4-methoxy-benzyloxy)-2-methyl-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:

: 20688-91-9
methyl 3,4-O-isopropylidene-6-O-(p-toluenesulfonyl)-β-D-galactopyranoside

: 182167-66-4
(2R,3R,5R,6R)-6-Methoxy-5-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / Bu₄NI, NaH / dimethylformamide / 2.5 h / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / 22 h / Heating

3: 89 percent / 50percent aq. AcOH / 1 h / 60 °C

4: pyridine, SOCl₂ / ethyl acetate / 0.5 h / 0 °C

5: aq. NaIO₄, RuCl₃ / CH₂Cl₂; acetonitrile / 0.5 h / Ambient temperature

6: 1.) Bu₄NBH₄, 2.) aq. H₂SO₄ / 1.) THF, reflux, 30 min, 2.) r.t., 3.5 h

With pyridine; ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; thionyl chloride; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; tetrabutylammonium borohydride; acetic acid; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/07328309608005684

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 182167-66-4
(2R,3R,5R,6R)-6-Methoxy-5-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / Bu₄NI, NaH / dimethylformamide / 2.5 h / Ambient temperature

2: LiAlH₄ / tetrahydrofuran / 22 h / Heating

3: 89 percent / 50percent aq. AcOH / 1 h / 60 °C

4: pyridine, SOCl₂ / ethyl acetate / 0.5 h / 0 °C

5: aq. NaIO₄, RuCl₃ / CH₂Cl₂; acetonitrile / 0.5 h / Ambient temperature

6: 1.) Bu₄NBH₄, 2.) aq. H₂SO₄ / 1.) THF, reflux, 30 min, 2.) r.t., 3.5 h

With pyridine; ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; thionyl chloride; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; tetrabutylammonium borohydride; acetic acid; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/07328309608005684

Reference yield:

: 182167-64-2
Methyl 2-O-(p-methoxybenzyl)-β-D-fucopyranoside

: 182167-66-4
(2R,3R,5R,6R)-6-Methoxy-5-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine, SOCl₂ / ethyl acetate / 0.5 h / 0 °C

2: aq. NaIO₄, RuCl₃ / CH₂Cl₂; acetonitrile / 0.5 h / Ambient temperature

3: 1.) Bu₄NBH₄, 2.) aq. H₂SO₄ / 1.) THF, reflux, 30 min, 2.) r.t., 3.5 h

With pyridine; ruthenium trichloride; sodium periodate; thionyl chloride; sulfuric acid; tetrabutylammonium borohydride; In dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1080/07328309608005684