phenylethyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Base Information

• Chemical Name: phenylethyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
• CAS No.: 134698-99-0
• Molecular Formula: C₂₂H₂₈O₁₀
• Molecular Weight: 452.458

Synonyms:

Chemical Property of phenylethyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of phenylethyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

There total 22 articles about phenylethyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 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: 87.0%

2-phenylethanol (60-12-8) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → 2-phenylethanol 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (76870-86-5,76870-87-6,94591-54-5,94591-55-6,134698-99-0)

Guidance literature:

2-phenylethanol; With silver carbonate; In dichloromethane; for 4h; Molecular sieve; Darkness; Reflux;

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide; In dichloromethane; for 24h; Darkness; Reflux;

Reference yield: 66.0%

2-phenylethanol (60-12-8) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (6919-96-6) → 2-phenylethanol 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside (76870-86-5,76870-87-6,94591-54-5,94591-55-6,134698-99-0)

Guidance literature:

With silver carbonate; In diethyl ether; dichloromethane; at 20 ℃; for 10h; Molecular sieve; Inert atmosphere; Darkness;

DOI:10.1248/cpb.58.1627

Reference yield: 47.5%

2-phenylethanol (60-12-8) + β-D-mannopyranose pentaacetate (83-87-4,604-68-2,604-69-3,2152-77-4,4026-35-1,4163-59-1,4163-60-4,4163-61-5,4163-65-9,4257-94-7,4257-96-9,16299-15-3,19186-39-1,19189-55-0,25878-60-8,25941-03-1,32445-48-0,32445-49-1,32445-53-7,32445-54-8,34685-58-0,34685-59-1,43168-42-9,43168-44-1,43169-22-8,43169-25-1,66966-07-2,70749-17-6,80184-01-6,93221-01-3,93221-02-4,99630-88-3,109215-53-4,115792-70-6,115792-73-9,139894-92-1,139973-25-4,144071-49-8,147648-81-5) → phenylethyl α-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside (134698-99-0)

Guidance literature:

With tin(IV) chloride; In benzene; for 3h; Heating;

upstream raw materials:

2-phenylethanol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

2-phenylethyl-β-D-glucopyranoside

acetic anhydride

Downstream raw materials:

2-phenylethyl α-D-mannopyranoside

2-phenylethyl-β-D-glucopyranoside

2-phenylethyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-β-D-glucopyranoside

2-phenylethyl (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4,6-O-benzylidene-β-D-glucopyranoside

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