(2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene

Base Information

• Chemical Name: (2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene
• CAS No.: 635316-05-1
• Molecular Formula: C₂₉H₃₄O₆S
• Molecular Weight: 510.651
• Mol file: 635316-05-1.mol

Synonyms:(2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene

Chemical Property of (2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene

There total 6 articles about (2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene 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%

p-methoxybenzyl chloride (824-94-2) + (2R,3S,4S)-2-(hydroxymethyl)tetrahydrothiophene-3,4-diol (160882-26-8) → (2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene (635316-05-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 - 55 ℃; for 13h;

DOI:10.1055/s-2003-40353

Reference yield: 81.0%

2,3,5-tri-O-p-methoxybenzyl-1,4-di-O-methanesulfonyl-L-xylitol (347362-42-9) → (2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene (635316-05-1)

Guidance literature:

With sodium sulfide; In N,N-dimethyl-formamide;

DOI:10.1016/j.carres.2007.02.020

Reference yield:

(2R,3S,4S)-4-hydroxy-2-(hydroxymethyl)tetrahydrothiophene-3-yl 4-methylbenzoate → (2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene (635316-05-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium methylate / tetrahydrofuran; methanol / 4 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 5 °C

2.2: 6 h / 0 - 25 °C

With sodium methylate; sodium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

upstream raw materials:

p-methoxybenzyl chloride

(2R,3S,4S)-2-(hydroxymethyl)tetrahydrothiophene-3,4-diol

2,3,5-tri-O-p-methoxybenzyl-1,4-di-O-methanesulfonyl-L-xylitol

Downstream raw materials:

C₆₃H₇₆O₁₇S₂

C₆₃H₇₆O₁₇S₂