(2S,4S)-1-(2,5-dimethoxyphenyl)-1,2,4,5-tetrahydroxy-3-deoxy-1-O-<(methylthio)thiocarbonyl>-2-(hydroxymethyl)-2,2':4,5-di-O-isopropylidenepentitol

Base Information

Chemical Name:(2S,4S)-1-(2,5-dimethoxyphenyl)-1,2,4,5-tetrahydroxy-3-deoxy-1-O-<(methylthio)thiocarbonyl>-2-(hydroxymethyl)-2,2':4,5-di-O-isopropylidenepentitol
CAS No.:101417-77-0
Molecular Formula:C₂₂H₃₂O₇S₂
Molecular Weight:472.624
Hs Code.:

(2S,4S)-1-(2,5-dimethoxyphenyl)-1,2,4,5-tetrahydroxy-3-deoxy-1-O-<(methylthio)thiocarbonyl>-2-(hydroxymethyl)-2,2':4,5-di-O-isopropylidenepentitol

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Chemical Property of (2S,4S)-1-(2,5-dimethoxyphenyl)-1,2,4,5-tetrahydroxy-3-deoxy-1-O-<(methylthio)thiocarbonyl>-2-(hydroxymethyl)-2,2':4,5-di-O-isopropylidenepentitol

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Technology Process of (2S,4S)-1-(2,5-dimethoxyphenyl)-1,2,4,5-tetrahydroxy-3-deoxy-1-O-<(methylthio)thiocarbonyl>-2-(hydroxymethyl)-2,2':4,5-di-O-isopropylidenepentitol

There total 7 articles about (2S,4S)-1-(2,5-dimethoxyphenyl)-1,2,4,5-tetrahydroxy-3-deoxy-1-O-<(methylthio)thiocarbonyl>-2-(hydroxymethyl)-2,2':4,5-di-O-isopropylidenepentitol 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:

: 101417-75-8
(-)-(2S,4S)-methyl 2,4,5-trihydroxy-2-(hydroxymethyl)-2,2':4,5-di-O-isopropylidenepentanoate

: 101417-77-0,101470-85-3
(2S,4S)-1-(2,5-dimethoxyphenyl)-1,2,4,5-tetrahydroxy-3-deoxy-1-O-<(methylthio)thiocarbonyl>-2-(hydroxymethyl)-2,2':4,5-di-O-isopropylidenepentitol

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / LiAlH₄ / diethyl ether / Heating

2: 93.5 percent / pyridinium dichromate, molecular sieves powder, CH₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C, 1 h

With lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; molecular sieve; acetic acid; In diethyl ether; dichloromethane;
DOI:10.1021/jo00382a016

Reference yield:

: 93662-51-2
3-deoxy-2(R),4(S)-2-C-hydroxymethyl-2,2':4,5-di-O-isopropylidene-D-glycero-pentitol

: 101417-77-0,101470-85-3
(2S,4S)-1-(2,5-dimethoxyphenyl)-1,2,4,5-tetrahydroxy-3-deoxy-1-O-<(methylthio)thiocarbonyl>-2-(hydroxymethyl)-2,2':4,5-di-O-isopropylidenepentitol

Guidance literature:: Multi-step reaction with 3 steps

1: 93.5 percent / pyridinium dichromate, molecular sieves powder, CH₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C, 1 h

With dipyridinium dichromate; n-butyllithium; molecular sieve; acetic acid; In dichloromethane;
DOI:10.1021/jo00382a016

Reference yield:

: 77-76-9
2,2-dimethoxy-propane

: 101417-77-0,101470-85-3
(2S,4S)-1-(2,5-dimethoxyphenyl)-1,2,4,5-tetrahydroxy-3-deoxy-1-O-<(methylthio)thiocarbonyl>-2-(hydroxymethyl)-2,2':4,5-di-O-isopropylidenepentitol

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / Amberlyst 15 / methanol / 75 h / Ambient temperature

2: 97 percent / LiAlH₄ / diethyl ether / Heating

3: 93.5 percent / pyridinium dichromate, molecular sieves powder, CH₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

4: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, -78 deg C, 1 h

With lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; Amberlyst 15; molecular sieve; acetic acid; In methanol; diethyl ether; dichloromethane;
DOI:10.1021/jo00382a016