(2R,3R,5S,6S)-2,3-dimethoxy-2,3-dimethyl-5,6-bis(((toluene-4-sulfonyl)oxy)methyl)<1,4>dioxane

Base Information

Chemical Name:(2R,3R,5S,6S)-2,3-dimethoxy-2,3-dimethyl-5,6-bis(((toluene-4-sulfonyl)oxy)methyl)<1,4>dioxane
CAS No.:173371-57-8
Molecular Formula:C₂₄H₃₂O₁₀S₂
Molecular Weight:544.644
Hs Code.:

Synonyms:(2R,3R,5S,6S)-2,3-dimethoxy-2,3-dimethyl-5,6-bis(((toluene-4-sulfonyl)oxy)methyl)<1,4>dioxane

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Chemical Property of (2R,3R,5S,6S)-2,3-dimethoxy-2,3-dimethyl-5,6-bis(((toluene-4-sulfonyl)oxy)methyl)<1,4>dioxane

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Technology Process of (2R,3R,5S,6S)-2,3-dimethoxy-2,3-dimethyl-5,6-bis(((toluene-4-sulfonyl)oxy)methyl)<1,4>dioxane

There total 3 articles about (2R,3R,5S,6S)-2,3-dimethoxy-2,3-dimethyl-5,6-bis(((toluene-4-sulfonyl)oxy)methyl)<1,4>dioxane 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: 76.0%

: 98-59-9
p-toluenesulfonyl chloride

: 173371-55-6
(2S,3S,5R,6R)-2,3-bis(hydroxymethyl)-5,6-dimethoxy-5,6-dimethyl<1,4>dioxane

: 173371-57-8
(2R,3R,5S,6S)-2,3-dimethoxy-2,3-dimethyl-5,6-bis(((toluene-4-sulfonyl)oxy)methyl)<1,4>dioxane

Guidance literature:: With dmap; In pyridine; 1.) 5 deg C, 30 min, 2.) 2 h;
DOI:10.1021/jo00130a019

Reference yield:

: 21983-72-2
3,3-dimethoxy-butan-2-one

: 173371-57-8
(2R,3R,5S,6S)-2,3-dimethoxy-2,3-dimethyl-5,6-bis(((toluene-4-sulfonyl)oxy)methyl)<1,4>dioxane

Guidance literature:: Multi-step reaction with 3 steps

1: 63.1 percent / BF₃*Et₂O / ethyl acetate / 6 h

2: 51.4 percent / LiAlH₄ / tetrahydrofuran / Heating

3: 76 percent / DMAP / pyridine / 1.) 5 deg C, 30 min, 2.) 2 h

With dmap; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; In tetrahydrofuran; pyridine; ethyl acetate;
DOI:10.1021/jo00130a019

Reference yield:

: 173371-52-3
(2R,3R,5R,6R)-5,6-dimethoxy-5,6-dimethyl<1,4>dioxane-2,3-dicarboxylic acid diethyl ester

: 173371-57-8
(2R,3R,5S,6S)-2,3-dimethoxy-2,3-dimethyl-5,6-bis(((toluene-4-sulfonyl)oxy)methyl)<1,4>dioxane

Guidance literature:: Multi-step reaction with 2 steps

1: 51.4 percent / LiAlH₄ / tetrahydrofuran / Heating

2: 76 percent / DMAP / pyridine / 1.) 5 deg C, 30 min, 2.) 2 h

With dmap; lithium aluminium tetrahydride; In tetrahydrofuran; pyridine;
DOI:10.1021/jo00130a019