[(1R)-1α,3,3-Trimethyl-2α-hydroxy-2-[(1E,3S)-3-hydroxy-1-butenyl]cyclohexan-1β-yl]β-D-glucopyranoside

Base Information

• Chemical Name: [(1R)-1α,3,3-Trimethyl-2α-hydroxy-2-[(1E,3S)-3-hydroxy-1-butenyl]cyclohexan-1β-yl]β-D-glucopyranoside
• CAS No.: 104112-06-3
• Molecular Formula: C₁₉H₃₄O₈
• Molecular Weight: 390.474
• Mol file: 104112-06-3.mol

Synonyms:b-D-Glucopyranoside,(1R,2R)-2-hydroxy-2-[(1E,3S)-3-hydroxy-1-butenyl]-1,3,3-trimethylcyclohexyl(9CI); b-D-Glucopyranoside,2-hydroxy-2-(3-hydroxy-1-butenyl)-1,3,3-trimethylcyclohexyl, [1R-[1a,2b,2(1E,3S*)]]-; Rehmaionoside A

Chemical Property of [(1R)-1α,3,3-Trimethyl-2α-hydroxy-2-[(1E,3S)-3-hydroxy-1-butenyl]cyclohexan-1β-yl]β-D-glucopyranoside

Chemical Property:

• PSA: 139.84000
• LogP: -0.56020

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

RehmaionosideA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Rehmaionoside A is an extract from the roots of the Rehmannia glutinosa herb, which may display anti-asthmatic properties.

Technology Process of [(1R)-1α,3,3-Trimethyl-2α-hydroxy-2-[(1E,3S)-3-hydroxy-1-butenyl]cyclohexan-1β-yl]β-D-glucopyranoside

There total 2 articles about [(1R)-1α,3,3-Trimethyl-2α-hydroxy-2-[(1E,3S)-3-hydroxy-1-butenyl]cyclohexan-1β-yl]β-D-glucopyranoside 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:

rehmaionoside C (104112-05-2) → rehmaionoside A (104112-06-3) + rehmaionoside B (104056-83-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; Product distribution;

DOI:10.1248/cpb.34.2294

Reference yield:

Benzoic acid (E)-(S)-3-[(1R,6R)-1-acetoxy-2,2,6-trimethyl-6-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexyl]-1-methyl-allyl ester (104056-85-1) → rehmaionoside A (104112-06-3)

Guidance literature:

With sodium methylate; In methanol; Product distribution;

DOI:10.1248/cpb.34.2294

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

upstream raw materials:

rehmaionoside C

Benzoic acid (E)-(S)-3-[(1R,6R)-1-acetoxy-2,2,6-trimethyl-6-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexyl]-1-methyl-allyl ester

Downstream raw materials:

(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

D-Glucose

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

rehmaionoside C