allyl 2-O-(4-O-acetyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: allyl 2-O-(4-O-acetyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside
• CAS No.: 214403-10-8
• Molecular Formula: C₂₇H₄₀O₁₀
• Molecular Weight: 524.609
• Mol file: 214403-10-8.mol

Synonyms:allyl 2-O-(4-O-acetyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

Chemical Property of allyl 2-O-(4-O-acetyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2-O-(4-O-acetyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

There total 5 articles about allyl 2-O-(4-O-acetyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-4-O-benzyl-3-O-methyl-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: 97.0%

1,4-di-O-acetyl-2,3-di-O-methyl-α,β-L-rhamnopyranoside + allyl 4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside (102717-49-7) → allyl 2-O-(4-O-acetyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside (214403-10-8)

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1016/S0008-6215(97)10101-X

Reference yield:

allyl 4-O-benzyl-2,3-di-O-methyl-α-L-rhamnopyranoside (214402-98-9) → allyl 2-O-(4-O-acetyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside (214403-10-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / palladium(II) chloride, NaOAc / aq. acetic acid / 48 h / Ambient temperature

2: 90 percent / hydrogen / 10percent Pd/C / ethanol; aq. acetic acid / 2689.2 Torr

3: 76 percent / pyridine / 24 h / Ambient temperature

4: 97 percent / 4 Angstroem mol. sieves, BF₃*Et₂O / CH₂Cl₂ / 16 h / Ambient temperature

With pyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; sodium acetate; palladium dichloride; palladium on activated charcoal; In ethanol; dichloromethane; acetic acid;

DOI:10.1016/S0008-6215(97)10101-X

Reference yield:

(3R,4R,5S,6S)-5-Benzyloxy-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-ol → allyl 2-O-(4-O-acetyl-2,3-di-O-methyl-α-L-rhamnopyranosyl)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside (214403-10-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / hydrogen / 10percent Pd/C / ethanol; aq. acetic acid / 2689.2 Torr

2: 76 percent / pyridine / 24 h / Ambient temperature

3: 97 percent / 4 Angstroem mol. sieves, BF₃*Et₂O / CH₂Cl₂ / 16 h / Ambient temperature

With pyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; palladium on activated charcoal; In ethanol; dichloromethane; acetic acid;

DOI:10.1016/S0008-6215(97)10101-X

upstream raw materials:

allyl 4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside

O²,O³-dimethyl-L-6-deoxy-mannose

allyl 4-O-benzyl-α-L-rhamnopyranoside

allyl 4-O-benzyl-2,3-di-O-methyl-α-L-rhamnopyranoside

Downstream raw materials:

allyl 2-O-(2,3-di-O-methyl-α-L-rhamnopyranosyl)-4-O-benzyl-3-O-methyl-α-L-rhamnopyranoside