(2S,6R)-2-[1,3]dithian-2-ylmethyl-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran

Base Information

• Chemical Name: (2S,6R)-2-[1,3]dithian-2-ylmethyl-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran
• CAS No.: 617715-06-7
• Molecular Formula: C₂₁H₃₀O₃S₂
• Molecular Weight: 394.599

Synonyms:(2S,6R)-2-[1,3]dithian-2-ylmethyl-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran

Chemical Property of (2S,6R)-2-[1,3]dithian-2-ylmethyl-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran

Chemical Property:

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Technology Process of (2S,6R)-2-[1,3]dithian-2-ylmethyl-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran

There total 5 articles about (2S,6R)-2-[1,3]dithian-2-ylmethyl-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran 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: 75.0%

toluene-4-sulfonic acid 3-(3-[1,3]dithian-2-yl-2-hydroxy-propyl)-1-[2-(4-methoxy-benzyloxy)-ethyl]-but-3-enyl ester → (2S,6S)-2-[1,3]Dithian-2-ylmethyl-6-[2-(4-methoxy-benzyloxy)-ethyl]-4-methylene-tetrahydro-pyran + (2S,6R)-2-[1,3]dithian-2-ylmethyl-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran (617715-06-7)

Guidance literature:

With sodium hydride; In benzene; at 90 ℃;

DOI:10.1002/anie.200351817

Reference yield: 73.0%

toluene-4-sulfonic acid (1S,5S)-6-[1,3]dithian-2-yl-5-hydroxy-1-[2-(4-methoxybenzyloxy)ethyl]-3-methylene-hexyl ester (617715-05-6) → (2S,6R)-2-[1,3]dithian-2-ylmethyl-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran (617715-06-7)

Guidance literature:

With sodium hydride; In mineral oil; benzene; at 90 ℃; for 40h; Inert atmosphere;

DOI:10.1016/j.tet.2011.05.020

Reference yield:

toluene-4-sulfonic acid (5S)-5-(tert-butyldimethylsilanyloxy)-6-[1,3]dithian-2-yl-1-[2-(4-methoxybenzyloxy)-ethyl]-3-methylenehexyl ester → (2S,6R)-2-[1,3]dithian-2-ylmethyl-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran (617715-06-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / HF*pyridine / acetonitrile

2: 75 percent / NaH / benzene / 90 °C

With sodium hydride; pyridine hydrogenfluoride; In acetonitrile; benzene;

DOI:10.1002/anie.200351817

upstream raw materials:

3-(4-methoxybenzyl)oxypropan-1-ol

toluene-4-sulfonic acid (1S,5S)-6-[1,3]dithian-2-yl-5-hydroxy-1-[2-(4-methoxybenzyloxy)ethyl]-3-methylene-hexyl ester

Downstream raw materials:

(2R,5S,8S)-8,10-bis(tert-butyldimethylsilyloxy)-1-((2S,6R)-6-(2-(4-methoxybenzyloxy)ethyl)-4-methylenetetrahydro-2H-pyran-2-yl)-5-methyl-4-methylenedecan-2-ol

(2S,6R)-2-[(2R,5S,8S)-8,10-bis-(tert-butyldimethylsilanyloxy)-2-methoxy-5-methyl-4-methylenedecyl]-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran

((2S,6R)-6-[2-(4-methoxybenzyloxy)ethyl]-4-methylenetetrahydropyran-2-yl)-acetaldehyde

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