phenylethyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside

Base Information

• Chemical Name: phenylethyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside
• CAS No.: 88510-13-8
• Molecular Formula: C₃₂H₄₂O₁₆
• Molecular Weight: 682.676
• Mol file: 88510-13-8.mol

Synonyms:phenylethyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside

Chemical Property of phenylethyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenylethyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside

There total 10 articles about phenylethyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside 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: 81.0%

phenethyl 2,3,4-tri-O-acetyl-β-D-glucopyranoside (860648-09-5) + methyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside (84635-55-2) → phenylethyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside (88510-13-8)

Guidance literature:

With Phenylselenyl chloride; 4 A molecular sieve; silver trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 0 ℃; for 1h;

DOI:10.3987/COM-05-10383

Reference yield: 68.0%

2-phenylethanol (60-12-8) + 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranosyl trichloracetamide (127243-74-7) → phenylethyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside (88510-13-8)

Guidance literature:

boron trifluoride diethyl etherate; In dichloromethane; benzene; for 2h; Ambient temperature;

DOI:10.1016/0008-6215(90)80004-M

Reference yield:

2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranose (131283-99-3) → phenylethyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside (88510-13-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / K₂CO₃ / CH₂Cl₂ / 48 h / Ambient temperature

2: 68 percent / boron trifluoride etherate / benzene; CH₂Cl₂ / 2 h / Ambient temperature

With potassium carbonate; boron trifluoride diethyl etherate; In dichloromethane; benzene;

DOI:10.1016/0008-6215(90)80004-M

upstream raw materials:

2-phenylethanol

2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-D-glucopyranosyl trichloracetamide

phenethyl 2,3,4-tri-O-acetyl-β-D-glucopyranoside

methyl 2,3,4-tri-O-acetyl-1-thio-α-L-rhamnopyranoside

Downstream raw materials:

2-phenylethyl O-α-L-rhamnopyranosyl-(1→6)-β-D-glucopyranoside