Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-acetyl-2-(4-methoxy-benzyloxy)-phenoxy]-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-acetyl-2-(4-methoxy-benzyloxy)-phenoxy]-tetrahydro-pyran-3-yl ester
• CAS No.: 187966-40-1
• Molecular Formula: C₃₀H₃₄O₁₃
• Molecular Weight: 602.592
• Mol file: 187966-40-1.mol

Synonyms:Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-acetyl-2-(4-methoxy-benzyloxy)-phenoxy]-tetrahydro-pyran-3-yl ester

Chemical Property of Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-acetyl-2-(4-methoxy-benzyloxy)-phenoxy]-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-acetyl-2-(4-methoxy-benzyloxy)-phenoxy]-tetrahydro-pyran-3-yl ester

There total 2 articles about Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-acetyl-2-(4-methoxy-benzyloxy)-phenoxy]-tetrahydro-pyran-3-yl ester 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: 60.0%

3-hydroxy-4-(4-methoxybenzyloxy)acetophenone (187966-38-7) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (6919-96-6) → Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-acetyl-2-(4-methoxy-benzyloxy)-phenoxy]-tetrahydro-pyran-3-yl ester (187966-40-1)

Guidance literature:

With Tris(3,6-dioxaheptyl)amine; potassium carbonate; In dichloromethane; at 40 ℃; for 72h;

DOI:10.1002/hlca.19970800206

Reference yield:

1-(3,4-dihydroxyphenyl)ethan-1-one (1197-09-7) → Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-acetyl-2-(4-methoxy-benzyloxy)-phenoxy]-tetrahydro-pyran-3-yl ester (187966-40-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / NaH / dimethylformamide / 24 h / Ambient temperature

2: 60 percent / aq. K₂CO₃, tris<2-(2-methoxyethoxy)ethyl>amine / CH₂Cl₂ / 72 h / 40 °C

With Tris(3,6-dioxaheptyl)amine; sodium hydride; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19970800206

Reference yield:

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[5-acetyl-2-(4-methoxy-benzyloxy)-phenoxy]-tetrahydro-pyran-3-yl ester (187966-40-1) + 2,4-Dihydroxybenzaldehyde (95-01-2) → 7-Hydroxy-2-[4-hydroxy-3-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-phenyl]-chromenylium; chloride

Guidance literature:

With hydrogenchloride; sodium methylate; Yield given. Multistep reaction; 1) EtOAc, -5 deg C, 1 h, 2) MeOH, CHCl₃, 30 min, RT;

DOI:10.1002/hlca.19970800206

upstream raw materials:

3-hydroxy-4-(4-methoxybenzyloxy)acetophenone

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

1-(3,4-dihydroxyphenyl)ethan-1-one