2,2,2-trichloroethyl 3,4-di-O-benzyl-2-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside

Base Information

• Chemical Name: 2,2,2-trichloroethyl 3,4-di-O-benzyl-2-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside
• CAS No.: 115945-94-3
• Molecular Formula: C₄₉H₅₃Cl₃O₁₀
• Molecular Weight: 908.313
• Mol file: 115945-94-3.mol

Synonyms:2,2,2-trichloroethyl 3,4-di-O-benzyl-2-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside

Chemical Property of 2,2,2-trichloroethyl 3,4-di-O-benzyl-2-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2,2-trichloroethyl 3,4-di-O-benzyl-2-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside

There total 5 articles about 2,2,2-trichloroethyl 3,4-di-O-benzyl-2-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside 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: 85.3%

2,2,2-trichloroethyl 2-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside (115945-93-2) → 2,2,2-trichloroethyl 3,4-di-O-benzyl-2-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside (115945-94-3)

Guidance literature:

With sodium methylate; In methanol; for 4h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90854-1

Reference yield:

4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl chloride (61236-94-0) → 2,2,2-trichloroethyl 3,4-di-O-benzyl-2-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside (115945-94-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 28.4 percent / sym-collidine/silver perchlorate / benzene; diethyl ether / 1 h

2: 85.3 percent / M sodium methoxide / methanol / 4 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; sodium methylate; silver perchlorate; In methanol; diethyl ether; benzene;

DOI:10.1016/S0008-6215(00)90854-1

Reference yield:

2-O-acetyl-3,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl chloride (72599-87-2) → 2,2,2-trichloroethyl 3,4-di-O-benzyl-2-O-(2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-α-L-rhamnopyranoside (115945-94-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / silver triflate/1,1,3,3-tetramethylurea / CH₂Cl₂ / 18 h / Ambient temperature

2: 76.6 percent / M sodium methoxide / methanol / 4 h / Ambient temperature

3: 28.4 percent / sym-collidine/silver perchlorate / benzene; diethyl ether / 1 h

4: 85.3 percent / M sodium methoxide / methanol / 4 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; sodium methylate; silver trifluoromethanesulfonate; silver perchlorate; tetramethylurea; In methanol; diethyl ether; dichloromethane; benzene;

DOI:10.1016/S0008-6215(00)90854-1

upstream raw materials:

2,2,2-trichloroethyl 2-O-(4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside

4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl chloride

2-O-acetyl-3,4-di-O-benzyl-6-deoxy-α-L-mannopyranosyl chloride

2,2,2-trichloroethyl 3,4-di-O-benzyl-α-L-rhamnopyranoside

Downstream raw materials:

8-(methoxycarbonyl)octyl 2-O-<2-acetamido-4,6-di-O-acetyl-3-O-benzyl-2-deoxy-β-D-mannopyranosyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside

8-(methoxycarbonyl)octyl 2-O-<4-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside

2-O-<4-O-(2-acetamido-4,6-di-O-acetyl-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-α,β-L-rhamnopyranose

2-O-<4-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-α,β-L-rhamnopyranose