(2R,3S,4S)-1-benzyloxy-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentane

Base Information

Chemical Name:(2R,3S,4S)-1-benzyloxy-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentane
CAS No.:86654-53-7
Molecular Formula:C₂₂H₃₀O₄
Molecular Weight:358.478
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,4S)-1-benzyloxy-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentane

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Technology Process of (2R,3S,4S)-1-benzyloxy-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentane

There total 31 articles about (2R,3S,4S)-1-benzyloxy-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentane 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: 99.0%

: 98039-19-1
(2S,3R,4S)-1-benzyloxy-3-hydroxy-4-(4-methoxybenzyloxymethyl)-2-methyl-5-(p-tosyloxy)pentane

: 86654-53-7,86708-03-4,86708-05-6,98102-71-7
(2S,3R,4R)-1-benzyloxy-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentane

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; 0 deg C, 15 min; rt, 2 h;
DOI:10.1039/P19850000019

Reference yield:

: 86654-49-1
5-C-(benzyloxymethyl)-3,5,6-trideoxy-1,2-O-isopropylidene-3-C-(4-methoxybenzyloxymethyl)-α-D-ribo-hex-5-enofuranose

: 86654-53-7,86708-03-4,86708-05-6,98102-71-7
(2S,3R,4R)-1-benzyloxy-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentane

Guidance literature:: Multi-step reaction with 6 steps

1: 98.5 percent / H₂ / 5 percent Rh-Al₂O₃ / ethanol / 2 h / 0 °C

2: 70.4 percent / 4M-HCl / dioxane / 2 h / 45 °C

3: 98 percent / Pb(OAc)4 / benzene / 0.17 h / 8 - 10 °C

4: 63.9 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

5: 47 percent / pyridine / 12 h / Ambient temperature

6: 99 percent / LiALH₄ / diethyl ether / 0 deg C, 15 min; rt, 2 h

With lead(IV) acetate; hydrogenchloride; lithium aluminium tetrahydride; hydrogen; rhodium on alumina; In 1,4-dioxane; pyridine; diethyl ether; ethanol; benzene;
DOI:10.1039/P19850000019

Reference yield:

: 21665-16-7,37776-66-2
3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-methylene-α-D-ribo-hexofuranose

: 86654-53-7,86708-03-4,86708-05-6,98102-71-7
(2S,3R,4R)-1-benzyloxy-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentane

Guidance literature:: Multi-step reaction with 6 steps

1: BH₃ / tetrahydrofuran

4: H₂ / Rh-Al₂O₃

6: 1.) TsCl, pyridine; 2.) LiAlH₄

With pyridine; lithium aluminium tetrahydride; borane; hydrogen; p-toluenesulfonyl chloride; rhodium on alumina; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)81823-7