(2S,3R,4R,5S)-2-Hydroxymethyl-5-((E)-5-hydroxy-4-methyl-hex-2-enyl)-tetrahydro-pyran-3,4-diol

Base Information

Chemical Name:(2S,3R,4R,5S)-2-Hydroxymethyl-5-((E)-5-hydroxy-4-methyl-hex-2-enyl)-tetrahydro-pyran-3,4-diol
CAS No.:84109-58-0
Molecular Formula:C₁₃H₂₄O₅
Molecular Weight:260.331
Hs Code.:

Synonyms:(2S,3R,4R,5S)-2-Hydroxymethyl-5-((E)-5-hydroxy-4-methyl-hex-2-enyl)-tetrahydro-pyran-3,4-diol

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Chemical Property of (2S,3R,4R,5S)-2-Hydroxymethyl-5-((E)-5-hydroxy-4-methyl-hex-2-enyl)-tetrahydro-pyran-3,4-diol

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Technology Process of (2S,3R,4R,5S)-2-Hydroxymethyl-5-((E)-5-hydroxy-4-methyl-hex-2-enyl)-tetrahydro-pyran-3,4-diol

There total 1 articles about (2S,3R,4R,5S)-2-Hydroxymethyl-5-((E)-5-hydroxy-4-methyl-hex-2-enyl)-tetrahydro-pyran-3,4-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:

: 84109-57-9
(2S,4aS,7S,8R,8aR)-7-[(E)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-hex-2-enyl]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

: 84109-58-0
(2S,3R,4R,5S)-2-Hydroxymethyl-5-((E)-(4S,5R)-5-hydroxy-4-methyl-hex-2-enyl)-tetrahydro-pyran-3,4-diol

: 84109-57-9
(2S,4aS,7S,8R,8aR)-7-[(E)-(4R,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-hex-2-enyl]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; water; for 6h; Title compound not separated from byproducts; Ambient temperature;
DOI:10.1021/ja00341a052

Reference yield:

: 84109-58-0
(2S,3R,4R,5S)-2-Hydroxymethyl-5-((E)-5-hydroxy-4-methyl-hex-2-enyl)-tetrahydro-pyran-3,4-diol

: 84109-60-4
Toluene-4-sulfonic acid (3aR,4S,7S,7aR)-7-((E)-(4R,5S)-5-hydroxy-4-methyl-hex-2-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 0.5percent H₂SO₄, molecular sieve 4 Angstroem / 0.33 h / Ambient temperature

2: 96 percent / Et₃N, DMAP / CH₂Cl₂ / 1.5 h / Ambient temperature

With dmap; 4 A molecular sieve; sulfuric acid; triethylamine; In dichloromethane;
DOI:10.1021/ja00341a052

Reference yield:

: 84109-58-0
(2S,3R,4R,5S)-2-Hydroxymethyl-5-((E)-(4R,5S)-5-hydroxy-4-methyl-hex-2-enyl)-tetrahydro-pyran-3,4-diol

: 84109-60-4
Toluene-4-sulfonic acid (3aR,4S,7S,7aR)-7-((E)-(4R,5S)-5-hydroxy-4-methyl-hex-2-enyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / 0.5percent H₂SO₄, molecular sieve 4 Angstroem / 0.33 h / Ambient temperature

2: 96 percent / Et₃N, DMAP / CH₂Cl₂ / 1.5 h / Ambient temperature

With dmap; 4 A molecular sieve; sulfuric acid; triethylamine; In dichloromethane;
DOI:10.1021/ja00341a052