(E)-p-(phenylazo)phenyl 2,3-O-(ethylorthoacetyl)-α-D-mannopyranoside

Base Information

• Chemical Name: (E)-p-(phenylazo)phenyl 2,3-O-(ethylorthoacetyl)-α-D-mannopyranoside
• CAS No.: 1431373-52-2
• Molecular Formula: C₂₂H₂₆N₂O₇
• Molecular Weight: 430.458
• Mol file: 1431373-52-2.mol

Synonyms:

Chemical Property of (E)-p-(phenylazo)phenyl 2,3-O-(ethylorthoacetyl)-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-p-(phenylazo)phenyl 2,3-O-(ethylorthoacetyl)-α-D-mannopyranoside

There total 7 articles about (E)-p-(phenylazo)phenyl 2,3-O-(ethylorthoacetyl)-α-D-mannopyranoside 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:

(E)-p-(phenylazo)phenyl 6-O-tert-butyldimethylsilyl-2,3-O-(ethylorthoacetyl)-α-D-mannopyranoside (1431373-51-1) → (E)-p-(phenylazo)phenyl 2,3-O-(ethylorthoacetyl)-α-D-mannopyranoside (1431373-52-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; at 20 ℃; for 4h;

DOI:10.3762/bjoc.9.26

Reference yield:

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate (121238-27-5) → (E)-p-(phenylazo)phenyl 2,3-O-(ethylorthoacetyl)-α-D-mannopyranoside (1431373-52-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 6.25 h / 0 - 20 °C / Inert atmosphere

2.1: sodium methylate / methanol / 5 h / 20 °C / Inert atmosphere

2.2: Amberlite IR 120 / Inert atmosphere

3.1: pyridine / 18 h / 20 °C

4.1: toluene-4-sulfonic acid / toluene / 3.5 h / 20 °C

5.1: tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran / 4 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium methylate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; toluene;

DOI:10.3762/bjoc.9.26

Reference yield:

(Z)-p-(phenylazo)phenyl α-D-mannopyranoside (1431373-49-7) → (E)-p-(phenylazo)phenyl 2,3-O-(ethylorthoacetyl)-α-D-mannopyranoside (1431373-52-2)

Guidance literature:

Multi-step reaction with 4 steps

1: water / 18 °C / Darkness

2: pyridine / 18 h / 20 °C

3: toluene-4-sulfonic acid / toluene / 3.5 h / 20 °C

4: tetrabutyl ammonium fluoride / dichloromethane; tetrahydrofuran / 4 h / 20 °C

With pyridine; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.3762/bjoc.9.26

upstream raw materials:

2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

(Z)-p-(phenylazo)phenyl α-D-mannopyranoside

4-hydroxyazobenzene

(E)-p-(phenylazo)phenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside