(3aR,6R,7S,7aS)-6-(((4-(but-3-en-1-yl)phenyl)amino)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6,7-diol

Base Information

• Chemical Name: (3aR,6R,7S,7aS)-6-(((4-(but-3-en-1-yl)phenyl)amino)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6,7-diol
• CAS No.: 1426853-97-5
• Molecular Formula: C₁₉H₂₇NO₅
• Molecular Weight: 349.427
• Mol file: 1426853-97-5.mol

Synonyms:(3aR,6R,7S,7aS)-6-(((4-(but-3-en-1-yl)phenyl)amino)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6,7-diol

Chemical Property of (3aR,6R,7S,7aS)-6-(((4-(but-3-en-1-yl)phenyl)amino)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6,7-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,6R,7S,7aS)-6-(((4-(but-3-en-1-yl)phenyl)amino)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6,7-diol

There total 5 articles about (3aR,6R,7S,7aS)-6-(((4-(but-3-en-1-yl)phenyl)amino)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6,7-diol 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: 100.0%

(2R,3S,4R,5R)-2-(((4-(but-3-en-1-yl)phenyl)amino)methyl)tetrahydro-2H-pyran-2,3,4,5-tetraol (1426853-96-4) + trimethyl orthoformate (149-73-5) → (3aR,6R,7S,7aS)-6-(((4-(but-3-en-1-yl)phenyl)amino)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6,7-diol (1426853-97-5)

Guidance literature:

With sulfuric acid; In acetone; at 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.1039/c2ra21837b

Reference yield:

4-(but-3-en-1-yl)aniline → (3aR,6R,7S,7aS)-6-(((4-(but-3-en-1-yl)phenyl)amino)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6,7-diol (1426853-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / water / 1.17 h / Inert atmosphere; Heating

2: sulfuric acid / acetone / 0.25 h / 0 °C / Inert atmosphere

With sulfuric acid; acetic acid; In water; acetone;

DOI:10.1039/c2ra21837b

Reference yield:

D-Glucose (2280-44-6) → (3aR,6R,7S,7aS)-6-(((4-(but-3-en-1-yl)phenyl)amino)methyl)-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6,7-diol (1426853-97-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / water / 1.17 h / Inert atmosphere; Heating

2: sulfuric acid / acetone / 0.25 h / 0 °C / Inert atmosphere

With sulfuric acid; acetic acid; In water; acetone;

DOI:10.1039/c2ra21837b

upstream raw materials:

(2R,3S,4R,5R)-2-(((4-(but-3-en-1-yl)phenyl)amino)methyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

trimethyl orthoformate

D-Glucose

1-(but-3-en-1-yl)-4-nitrobenzene

Downstream raw materials:

(3aR,5'S,7aR)-3'-(4-(but-3-en-1-yl)phenyl)-2,2-dimethyldihydrospiro[[1,3]dioxolo[4,5-c]pyran-6,5'-oxazolidine]-2',7-(7aH)-dione