2,3,4-Tri-O-benzyl-β-D-glucopyranosiduronic Acid Benzyl Ester, Trichloroacetimidate

Base Information

• Chemical Name: 2,3,4-Tri-O-benzyl-β-D-glucopyranosiduronic Acid Benzyl Ester, Trichloroacetimidate
• CAS No.: 159420-94-7
• Molecular Formula: C₃₆H₃₄Cl₃NO₇
• Molecular Weight: 699.027
• Mol file: 159420-94-7.mol

Synonyms:2,3,4-Tri-O-benzyl-β-D-glucopyranosiduronic Acid Benzyl Ester, Trichloroacetimidate;2,3,4-Tris-O-(phenylMethyl)-D-glucopyranuronic Acid PhenylMethyl Ester, 2,2,2-TrichloroethaniMidate

Chemical Property of 2,3,4-Tri-O-benzyl-β-D-glucopyranosiduronic Acid Benzyl Ester, Trichloroacetimidate

Chemical Property:

• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform, Methanol

Purity/Quality:

97% ^*data from raw suppliers

2,3,4-Tri-O-benzyl-D-glucopyranosiduronicAcidBenzylEster,Trichloroacetimidate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2,3,4-Tri-O-benzyl-β-D-glucopyranosiduronic Acid Benzyl Ester, Trichloroacetimidate is generally an alpha/beta mixture.

Technology Process of 2,3,4-Tri-O-benzyl-β-D-glucopyranosiduronic Acid Benzyl Ester, Trichloroacetimidate

There total 3 articles about 2,3,4-Tri-O-benzyl-β-D-glucopyranosiduronic Acid Benzyl Ester, Trichloroacetimidate 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: 70.0%

2,3,4-tri-O-benzyl-D-glucopyranosideuronic acid benzyl ester (4539-78-0) + trichloroacetonitrile (545-06-2) → O-(benzyl 2,3,4-tri-O-benzyl-β-D-glucopyranosyluronate) trichloroacetimidate (159420-94-7)

Guidance literature:

With potassium carbonate; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1271/bbb.58.1463

Reference yield: 46.0%

2,3,4-tri-O-benzyl-D-glucopyranosideuronic acid benzyl ester (4539-78-0) + trichloroacetonitrile (545-06-2) → benzyl <1-O-trichloroethanimidoyl>-2,3,4-tri-O-benzyl-D-glucopyranuronate (159420-94-7)

Guidance literature:

With sodium hydride; In dichloromethane; for 0.25h; Heating;

DOI:10.1021/ac00115a006

Reference yield:

2,3,4-tri-O-benzyl-D-glucopyranosideuronic acid benzyl ester (4539-78-0) + trichloroacetonitrile (545-06-2) → benzyl 2,3,4-tri-O-benzyl-1-O-(trichloroacetimidoyl)-α-D-glucopyranuronate (184698-69-9,159420-94-7)

Guidance literature:

DOI:10.1016/S0040-4039(00)01556-2

upstream raw materials:

2,3,4-tri-O-benzyl-D-glucopyranosideuronic acid benzyl ester

trichloroacetonitrile

Downstream raw materials:

[benzyl (2,3,4-tri-O-benzyl-β-D-glucopyranosyl)uronate]-(1→ 2)-1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose

[benzyl (2,3,4-tri-O-benzyl-α-D-glucopyranosyl)uronate]-(1→ 2)-1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-β-D-mannopyranose

1,6-anhydro-4-O-benzyl-3-O-(2-naphthalenylmethyl)-2-O-[N-[benzyl(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)uronate]ethanimidyl]-β-D-mannopyranose

C₆₉H₆₂O₁₄