(1S,3R)-1-[(2S,4S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propane-1,3-diol

Base Information

• Chemical Name: (1S,3R)-1-[(2S,4S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propane-1,3-diol
• CAS No.: 501084-22-6
• Molecular Formula: C₂₅H₃₂O₈
• Molecular Weight: 460.524
• Mol file: 501084-22-6.mol

Synonyms:(1S,3R)-1-[(2S,4S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propane-1,3-diol

Chemical Property of (1S,3R)-1-[(2S,4S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propane-1,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3R)-1-[(2S,4S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propane-1,3-diol

There total 7 articles about (1S,3R)-1-[(2S,4S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propane-1,3-diol 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: 98.0%

(3S)-3-hydroxy-3-[(2R,4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-1-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-1-propanone (501084-20-4) → (1S,3R)-1-[(2S,4S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propane-1,3-diol (501084-22-6)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; Petroleum ether; at -100 ℃; for 5h;

DOI:10.1002/1099-0690(200210)2002:20<3455::AID-EJOC3455>3.0.CO;2-V

Reference yield:

(2S,4S)-4-hydroxymethyl-2-(p-methoxymethyl)-1,3-dioxane (103708-37-8) → (1S,3R)-1-[(2S,4S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propane-1,3-diol (501084-22-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 70 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 4 h / 20 °C

2.1: 71 percent / diethyl ether / 2 h / 0 °C

3.1: 91 percent / molecular sieves 4 Angstroem; NMO; Pr₄NRuO₄ / CH₂Cl₂ / 0.5 h / 20 °C

4.1: BuLi; (iPr)2NH / tetrahydrofuran / 0.33 h / -78 °C

4.2: 46 percent / tetrahydrofuran / 0.67 h / -78 °C

5.1: 98 percent / DIBAH / petroleum ether; tetrahydrofuran / 5 h / -100 °C

With pyridine; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; diisobutylaluminium hydride; Dess-Martin periodane; diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; Petroleum ether;

DOI:10.1002/1099-0690(200210)2002:20<3455::AID-EJOC3455>3.0.CO;2-V

Reference yield:

[(2R,4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methanol (151024-14-5) → (1S,3R)-1-[(2S,4S)-2-(4-Methoxy-phenyl)-[1,3]dioxan-4-yl]-3-[(2R,4R)-2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-propane-1,3-diol (501084-22-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 70 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 4 h / 20 °C

2.1: BuLi; (iPr)2NH / tetrahydrofuran / 0.33 h / -78 °C

2.2: 46 percent / tetrahydrofuran / 0.67 h / -78 °C

3.1: 98 percent / DIBAH / petroleum ether; tetrahydrofuran / 5 h / -100 °C

With pyridine; n-butyllithium; diisobutylaluminium hydride; Dess-Martin periodane; diisopropylamine; In tetrahydrofuran; dichloromethane; Petroleum ether;

DOI:10.1002/1099-0690(200210)2002:20<3455::AID-EJOC3455>3.0.CO;2-V

upstream raw materials:

(3S)-3-hydroxy-3-[(2R,4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-1-[(2S,4S)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-1-propanone

(2S,4S)-4-hydroxymethyl-2-(p-methoxymethyl)-1,3-dioxane

[(2R,4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]methanol

(2S,4S)-2-(4-Methoxyphenyl)-1,3-dioxane-4-carbaldehyde