(2S,3R,4S,5S,6R)-2-[(1R,2R)-2-Hydroxy-2-((E)-3-methoxy-but-1-enyl)-1,3,3-trimethyl-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Base Information

• Chemical Name: (2S,3R,4S,5S,6R)-2-[(1R,2R)-2-Hydroxy-2-((E)-3-methoxy-but-1-enyl)-1,3,3-trimethyl-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
• CAS No.: 104056-87-3
• Molecular Formula: C₂₀H₃₆O₈
• Molecular Weight: 404.501

Synonyms:(2S,3R,4S,5S,6R)-2-[(1R,2R)-2-Hydroxy-2-((E)-3-methoxy-but-1-enyl)-1,3,3-trimethyl-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Chemical Property of (2S,3R,4S,5S,6R)-2-[(1R,2R)-2-Hydroxy-2-((E)-3-methoxy-but-1-enyl)-1,3,3-trimethyl-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

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Technology Process of (2S,3R,4S,5S,6R)-2-[(1R,2R)-2-Hydroxy-2-((E)-3-methoxy-but-1-enyl)-1,3,3-trimethyl-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

There total 2 articles about (2S,3R,4S,5S,6R)-2-[(1R,2R)-2-Hydroxy-2-((E)-3-methoxy-but-1-enyl)-1,3,3-trimethyl-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 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:

methanol (67-56-1) + rehmaionoside A (104112-06-3) → (2S,3R,4S,5S,6R)-2-[(1R,2R)-2-Hydroxy-2-((E)-3-methoxy-but-1-enyl)-1,3,3-trimethyl-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (104056-87-3)

Guidance literature:

With hydrogenchloride; for 8h; Ambient temperature;

DOI:10.1248/cpb.34.2294

Reference yield:

methanol (67-56-1) + rehmaionoside B (104056-83-9) → (2S,3R,4S,5S,6R)-2-[(1R,2R)-2-Hydroxy-2-((E)-3-methoxy-but-1-enyl)-1,3,3-trimethyl-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (104056-87-3)

Guidance literature:

With hydrogenchloride; for 8h; Ambient temperature;

DOI:10.1248/cpb.34.2294

Reference yield:

methanol (67-56-1) + (2S,3R,4S,5S,6R)-2-[(1R,2R)-2-Hydroxy-2-((E)-3-methoxy-but-1-enyl)-1,3,3-trimethyl-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (104056-87-3) → methyl D-glucopyranoside (97-30-3,617-04-9,709-50-2,1824-94-8,2152-78-5,3396-99-4,6819-48-3,18469-06-2,20550-04-3,22277-65-2,29411-57-2,35437-40-2,35437-43-5,36191-11-4,36191-12-5,39598-79-3,39598-80-6,39598-89-5,51023-63-3,51223-62-2,51224-38-5,51224-39-6,51224-40-9,51224-41-0,51819-81-9,51819-82-0,51819-83-1,56688-81-4,62279-53-2,64281-79-4,64281-80-7,64912-19-2,66101-73-3,78184-90-4,84368-39-8,84368-40-1,84368-41-2,92142-37-5,93302-26-2,103421-28-9,115794-08-6,3149-68-6) + (1R,2R)-2-((E)-3-Methoxy-but-1-enyl)-1,3,3-trimethyl-cyclohexane-1,2-diol (104056-90-8,104112-09-6)

Guidance literature:

With hydrogenchloride; for 15h; Product distribution; Ambient temperature;

DOI:10.1248/cpb.34.2294

upstream raw materials:

methanol

rehmaionoside A

rehmaionoside B

Downstream raw materials:

methyl D-glucopyranoside

(1R,2R)-2-((E)-3-Methoxy-but-1-enyl)-1,3,3-trimethyl-cyclohexane-1,2-diol

Acetic acid (1R,6R)-1-((E)-3-methoxy-but-1-enyl)-2,2,6-trimethyl-6-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester

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