(2R,3R,5S)-6-O-benzyl-2,3-O-isopropylidene-5-O-<(2-methoxyethoxy)methyl>-2,3,5,6-tetrahydroxyhexanal

Base Information

Chemical Name:(2R,3R,5S)-6-O-benzyl-2,3-O-isopropylidene-5-O-<(2-methoxyethoxy)methyl>-2,3,5,6-tetrahydroxyhexanal
CAS No.:116306-95-7
Molecular Formula:C₂₀H₃₀O₇
Molecular Weight:382.454
Hs Code.:

Synonyms:(2R,3R,5S)-6-O-benzyl-2,3-O-isopropylidene-5-O-<(2-methoxyethoxy)methyl>-2,3,5,6-tetrahydroxyhexanal

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Chemical Property of (2R,3R,5S)-6-O-benzyl-2,3-O-isopropylidene-5-O-<(2-methoxyethoxy)methyl>-2,3,5,6-tetrahydroxyhexanal

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Technology Process of (2R,3R,5S)-6-O-benzyl-2,3-O-isopropylidene-5-O-<(2-methoxyethoxy)methyl>-2,3,5,6-tetrahydroxyhexanal

There total 5 articles about (2R,3R,5S)-6-O-benzyl-2,3-O-isopropylidene-5-O-<(2-methoxyethoxy)methyl>-2,3,5,6-tetrahydroxyhexanal 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:

: 3396-71-2
3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

: 116306-95-7
(2R,3R,5S)-6-O-benzyl-2,3-O-isopropylidene-5-O-<(2-methoxyethoxy)methyl>-2,3,5,6-tetrahydroxyhexanal

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) 55 percent NaH / 1.) DMF, 25 deg C, 0.5 h; 2.) 25 deg C, 0.5 h

2: 92 percent / 3.2 M aq. HCl / dioxane / 1.25 h / 25 °C

3: 95 percent / tetrahydrofuran / 3.5 h / 25 °C

With hydrogenchloride; sodium hydride; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1246/bcsj.60.4005

Reference yield:

: 100-39-0
benzyl bromide

: 116306-95-7
(2R,3R,5S)-6-O-benzyl-2,3-O-isopropylidene-5-O-<(2-methoxyethoxy)methyl>-2,3,5,6-tetrahydroxyhexanal

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) 55 percent NaH / 1.) DMF, 25 deg C, 0.5 h; 2.) 25 deg C, 0.5 h

2: 92 percent / 3.2 M aq. HCl / dioxane / 1.25 h / 25 °C

3: 95 percent / tetrahydrofuran / 3.5 h / 25 °C

With hydrogenchloride; sodium hydride; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1246/bcsj.60.4005

Reference yield:

: 116306-89-9
(3αR,5S,6αR)-5-(benzyloxymethyl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole

: 116306-95-7
(2R,3R,5S)-6-O-benzyl-2,3-O-isopropylidene-5-O-<(2-methoxyethoxy)methyl>-2,3,5,6-tetrahydroxyhexanal

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / 3.2 M aq. HCl / dioxane / 1.25 h / 25 °C

2: 95 percent / tetrahydrofuran / 3.5 h / 25 °C

With hydrogenchloride; In tetrahydrofuran; 1,4-dioxane;
DOI:10.1246/bcsj.60.4005