(2R,3S,4R,5R)-2-[(3,4-Dimethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

Base Information

• Chemical Name: (2R,3S,4R,5R)-2-[(3,4-Dimethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol
• CAS No.: 911662-35-6
• Molecular Formula: C₁₄H₂₁NO₅
• Molecular Weight: 283.324
• Mol file: 911662-35-6.mol

Synonyms:(2R,3S,4R,5R)-2-[(3,4-Dimethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

Chemical Property of (2R,3S,4R,5R)-2-[(3,4-Dimethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4R,5R)-2-[(3,4-Dimethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

There total 1 articles about (2R,3S,4R,5R)-2-[(3,4-Dimethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol 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:

D-Glucose (2280-44-6) + 4-amino-o-xylene (95-64-7) → (2R,3S,4R,5R)-2-[(3,4-Dimethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol (911662-35-6) + (2S,3S,4R,5R)-2-[(3,4-Dimethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol

Guidance literature:

With acetic acid; In water; at 95 ℃; for 1h; Title compound not separated from byproducts;

DOI:10.1021/jo0520285

Reference yield:

(2R,3S,4R,5R)-2-[(3,4-Dimethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol (911662-35-6) → C18H21NO6

Guidance literature:

Multi-step reaction with 3 steps

1: H₂SO₄; HC(OMe)3 / 1 h / 0 °C

2: NaHCO₃ / CH₂Cl₂; toluene / 6 h / 0 °C

3: pyridinium dichromate; molecular sieves 4 Angstroem; acetic acid / CH₂Cl₂ / 20 °C

With dipyridinium dichromate; 4 A molecular sieve; sulfuric acid; sodium hydrogencarbonate; acetic acid; trimethyl orthoformate; In dichloromethane; toluene; 1: n;

DOI:10.1021/jo0520285

Reference yield:

(2R,3S,4R,5R)-2-[(3,4-Dimethyl-phenylamino)-methyl]-tetrahydro-pyran-2,3,4,5-tetraol (911662-35-6) → C18H23NO6

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄; HC(OMe)3 / 1 h / 0 °C

2: NaHCO₃ / CH₂Cl₂; toluene / 6 h / 0 °C

With sulfuric acid; sodium hydrogencarbonate; trimethyl orthoformate; In dichloromethane; toluene; 1: n;

DOI:10.1021/jo0520285

upstream raw materials:

D-Glucose

4-amino-o-xylene