(2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-3-(4-methoxy-benzyloxy)-2-methyl-3,6-dihydro-2H-pyran

Base Information

• Chemical Name: (2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-3-(4-methoxy-benzyloxy)-2-methyl-3,6-dihydro-2H-pyran
• CAS No.: 205811-03-6
• Molecular Formula: C₂₄H₃₀O₆
• Molecular Weight: 414.499
• Mol file: 205811-03-6.mol

Synonyms:(2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-3-(4-methoxy-benzyloxy)-2-methyl-3,6-dihydro-2H-pyran

Chemical Property of (2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-3-(4-methoxy-benzyloxy)-2-methyl-3,6-dihydro-2H-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-3-(4-methoxy-benzyloxy)-2-methyl-3,6-dihydro-2H-pyran

There total 6 articles about (2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-3-(4-methoxy-benzyloxy)-2-methyl-3,6-dihydro-2H-pyran 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: 30.0%

acetic anhydride (108-24-7) + methyl 6-deoxy-4-O-(4-methoxybenzyl)-4-C-(2,5-dimethoxybenzyl)-2,3-O-methoxymethylidene-α-L-talopyranoside (205811-02-5) → (2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-3-(4-methoxy-benzyloxy)-2-methyl-3,6-dihydro-2H-pyran (205811-03-6) + Acetic acid (2S,5S,6S)-5-(2,5-dimethoxy-benzyl)-5-(4-methoxy-benzyloxy)-6-methyl-5,6-dihydro-2H-pyran-2-yl ester

Guidance literature:

Heating;

DOI:10.1080/07328309808002326

Reference yield:

2,5-dimethoxybenzyl ethyl ether → (2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-3-(4-methoxy-benzyloxy)-2-methyl-3,6-dihydro-2H-pyran (205811-03-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 56.1 percent / Li / tetrahydrofuran; diethyl ether / 1.5 h / -70 °C

2: 99.2 percent / NaH, Bu₄NI / tetrahydrofuran / 2.5 h / Heating

3: 30 percent / Heating

With tetra-(n-butyl)ammonium iodide; lithium; sodium hydride; In tetrahydrofuran; diethyl ether;

DOI:10.1080/07328309808002326

Reference yield:

methyl 4-C-(2,5-dimethoxybenzyl)-6-deoxy-2,3-O-methoxymethylidene-α-L-talopyranoside (205811-01-4) → (2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-3-(4-methoxy-benzyloxy)-2-methyl-3,6-dihydro-2H-pyran (205811-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 99.2 percent / NaH, Bu₄NI / tetrahydrofuran / 2.5 h / Heating

2: 30 percent / Heating

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran;

DOI:10.1080/07328309808002326

upstream raw materials:

acetic anhydride

methyl 6-deoxy-4-O-(4-methoxybenzyl)-4-C-(2,5-dimethoxybenzyl)-2,3-O-methoxymethylidene-α-L-talopyranoside

p-methoxybenzyl chloride

methyl 4-C-(2,5-dimethoxybenzyl)-6-deoxy-2,3-O-methoxymethylidene-α-L-talopyranoside

Downstream raw materials:

(2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-2-methyl-3,6-dihydro-2H-pyran-3-ol