allyl 3-O-<2'-O-benzoyl-3'-O-<<β-(trimethylsilyl)ethoxy>methyl>-4'-O-benzyl-α-L-rhamnopyranosyl>-2,4-di-O-benzyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: allyl 3-O-<2'-O-benzoyl-3'-O-<<β-(trimethylsilyl)ethoxy>methyl>-4'-O-benzyl-α-L-rhamnopyranosyl>-2,4-di-O-benzyl-α-L-rhamnopyranoside
• CAS No.: 124943-20-0
• Molecular Formula: C₄₉H₆₂O₁₁Si
• Molecular Weight: 855.11
• Mol file: 124943-20-0.mol

Synonyms:allyl 3-O-<2'-O-benzoyl-3'-O-<<β-(trimethylsilyl)ethoxy>methyl>-4'-O-benzyl-α-L-rhamnopyranosyl>-2,4-di-O-benzyl-α-L-rhamnopyranoside

Chemical Property of allyl 3-O-<2'-O-benzoyl-3'-O-<<β-(trimethylsilyl)ethoxy>methyl>-4'-O-benzyl-α-L-rhamnopyranosyl>-2,4-di-O-benzyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 3-O-<2'-O-benzoyl-3'-O-<<β-(trimethylsilyl)ethoxy>methyl>-4'-O-benzyl-α-L-rhamnopyranosyl>-2,4-di-O-benzyl-α-L-rhamnopyranoside

There total 6 articles about allyl 3-O-<2'-O-benzoyl-3'-O-<<β-(trimethylsilyl)ethoxy>methyl>-4'-O-benzyl-α-L-rhamnopyranosyl>-2,4-di-O-benzyl-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:

allyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside (109714-38-7) → allyl 3-O-<2'-O-benzoyl-3'-O-<<β-(trimethylsilyl)ethoxy>methyl>-4'-O-benzyl-α-L-rhamnopyranosyl>-2,4-di-O-benzyl-α-L-rhamnopyranoside (124943-20-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / ((CH₃)2CH)2N(C₂H₅) / CH₂Cl₂ / 22 h

2: 3.39 g / dimethyl(chloromethylene)ammonium chloride, pyridine / CH₂Cl₂ / 0.5 h

3: 1) 1,1,3,3-tetramethylurea, CF₃SO₃Ag / 1.) CH₂Cl₂, 4A molecular sieves, 0.5h 2.) 18h, RT

With pyridine; Vilsmeier reagent; silver trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; tetramethylurea; In dichloromethane;

DOI:10.1021/jo00294a036

Reference yield:

allyl 2,4-di-O-benzyl-3-O-<<β-(trimethylsilyl)ethoxy>methyl>-α-L-rhamnopyranoside (124943-17-5) → allyl 3-O-<2'-O-benzoyl-3'-O-<<β-(trimethylsilyl)ethoxy>methyl>-4'-O-benzyl-α-L-rhamnopyranosyl>-2,4-di-O-benzyl-α-L-rhamnopyranoside (124943-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / HCl / methanol / 16 h / Ambient temperature

2: 1) 1,1,3,3-tetramethylurea, CF₃SO₃Ag / 1.) CH₂Cl₂, 4A molecular sieves, 0.5h 2.) 18h, RT

With hydrogenchloride; silver trifluoromethanesulfonate; tetramethylurea; In methanol;

DOI:10.1021/jo00294a036

Reference yield:

allyl 2-O-benzoyl-3-O-<<β-(trimethylsilyl)ethoxy>methyl>-4-O-benzyl-α-L-rhamnopyranoside (124943-13-1) → allyl 3-O-<2'-O-benzoyl-3'-O-<<β-(trimethylsilyl)ethoxy>methyl>-4'-O-benzyl-α-L-rhamnopyranosyl>-2,4-di-O-benzyl-α-L-rhamnopyranoside (124943-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 3.39 g / dimethyl(chloromethylene)ammonium chloride, pyridine / CH₂Cl₂ / 0.5 h

2: 1) 1,1,3,3-tetramethylurea, CF₃SO₃Ag / 1.) CH₂Cl₂, 4A molecular sieves, 0.5h 2.) 18h, RT

With pyridine; Vilsmeier reagent; silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane;

DOI:10.1021/jo00294a036

upstream raw materials:

allyl 2,4-di-O-benzyl-α-L-rhamnopyranoside

2-O-benzoyl-3-O-<<β-(trimethylsilyl)ethoxy>methyl>-4-O-benzyl-α-L-rhamnopyranosyle chloride

allyl 2-O-benzoyl-4-O-benzyl-α-L-rhamnopyranoside

allyl 2,4-di-O-benzyl-3-O-<<β-(trimethylsilyl)ethoxy>methyl>-α-L-rhamnopyranoside

Downstream raw materials:

allyl 3-O-<3'-O-<<β-(trimethylsilyl)ethoxy>methyl>-4'-O-benzyl-α-L-rhamnopyranosyl>-2,4-di-O-benzyl-α-L-rhamnopyranoside