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

Base Information

• Chemical Name: Acetic acid (1R,6R)-2,2,6-trimethyl-1-((E)-3-oxo-but-1-enyl)-6-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester
• CAS No.: 104056-86-2
• Molecular Formula: C₂₉H₄₂O₁₃
• Molecular Weight: 598.645
• Mol file: 104056-86-2.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about Acetic acid (1R,6R)-2,2,6-trimethyl-1-((E)-3-oxo-but-1-enyl)-6-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester 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:

acetic anhydride (108-24-7) + rehmaionoside C (104112-05-2) → Acetic acid (1R,6R)-2,2,6-trimethyl-1-((E)-3-oxo-but-1-enyl)-6-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester (104056-86-2)

Guidance literature:

With pyridine;

DOI:10.1248/cpb.34.2294

Reference yield:

Acetic acid (1R,6R)-2,2,6-trimethyl-1-((E)-3-oxo-but-1-enyl)-6-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester (104056-86-2) → Acetic acid (1R,6R)-1-((E)-(S)-3-hydroxy-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 (104056-84-0) + Acetic acid (1R,6R)-1-((E)-(R)-3-hydroxy-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 (104112-07-4)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1248/cpb.34.2294

Reference yield:

Acetic acid (1R,6R)-2,2,6-trimethyl-1-((E)-3-oxo-but-1-enyl)-6-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-cyclohexyl ester (104056-86-2) → 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)

Guidance literature:

Multi-step reaction with 2 steps

1: 10 mg / NaBH₄ / methanol / 0.5 h / 28 °C

2: 3 mg / pyridine / 8 h / 30 °C

With pyridine; sodium tetrahydroborate; In methanol;

DOI:10.1248/cpb.44.41

upstream raw materials:

acetic anhydride

rehmaionoside C

Downstream raw materials:

Acetic acid (1R,6R)-1-((E)-(S)-3-hydroxy-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

Acetic acid (1R,6R)-1-((E)-(R)-3-hydroxy-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

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

Benzoic acid (E)-(R)-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