(3S,4S)-3-(hydroxymethyl)-5-((4-methoxybenzyl)oxy)-3-(methylthio)pentane-1,4-diol

Base Information

Chemical Name:(3S,4S)-3-(hydroxymethyl)-5-((4-methoxybenzyl)oxy)-3-(methylthio)pentane-1,4-diol
CAS No.:1378532-00-3
Molecular Formula:C₁₅H₂₄O₅S
Molecular Weight:316.419
Hs Code.:

Synonyms:(3S,4S)-3-(hydroxymethyl)-5-((4-methoxybenzyl)oxy)-3-(methylthio)pentane-1,4-diol

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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 (3S,4S)-3-(hydroxymethyl)-5-((4-methoxybenzyl)oxy)-3-(methylthio)pentane-1,4-diol

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Technology Process of (3S,4S)-3-(hydroxymethyl)-5-((4-methoxybenzyl)oxy)-3-(methylthio)pentane-1,4-diol

There total 3 articles about (3S,4S)-3-(hydroxymethyl)-5-((4-methoxybenzyl)oxy)-3-(methylthio)pentane-1,4-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: 82.0%

: 1378531-99-7
(R)-3-((S)-1-hydroxy-2-((4-methoxybenzyl)oxy)ethyl)-3-(methylthio)dihydrofuran-2(3H)-one

: 1378532-00-3
(3S,4S)-3-(hydroxymethyl)-5-((4-methoxybenzyl)oxy)-3-(methylthio)pentane-1,4-diol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Inert atmosphere; Reflux;
DOI:10.1002/anie.201200520

Reference yield:

: 40587-54-0,106692-64-2
α-methylthio-γ-butyrolactone

: 1378532-00-3
(3S,4S)-3-(hydroxymethyl)-5-((4-methoxybenzyl)oxy)-3-(methylthio)pentane-1,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1: silver(I) hexafluorophosphate; (S)-3,5-di-tert-butyl-4-methoxyphenyl-(6,6’-dimethoxybiphenyl-2,2’-diyl)-bis(diphenylphosphine); 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 24 h / -20 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; silver(I) hexafluorophosphate; (S)-3,5-di-tert-butyl-4-methoxyphenyl-(6,6’-dimethoxybiphenyl-2,2’-diyl)-bis(diphenylphosphine); 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; toluene; 1: asymmetric aldol reaction;
DOI:10.1002/anie.201200520

Reference yield:

: 121289-23-4
p-methoxybenzyloxyacetaldehyde

: 1378532-00-3
(3S,4S)-3-(hydroxymethyl)-5-((4-methoxybenzyl)oxy)-3-(methylthio)pentane-1,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1: silver(I) hexafluorophosphate; (S)-3,5-di-tert-butyl-4-methoxyphenyl-(6,6’-dimethoxybiphenyl-2,2’-diyl)-bis(diphenylphosphine); 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 24 h / -20 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; silver(I) hexafluorophosphate; (S)-3,5-di-tert-butyl-4-methoxyphenyl-(6,6’-dimethoxybiphenyl-2,2’-diyl)-bis(diphenylphosphine); 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; toluene; 1: asymmetric aldol reaction;
DOI:10.1002/anie.201200520