(4S,5S)-4-[(benzyloxy)methyl]-5-[(1S)-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolane

Base Information

Chemical Name:(4S,5S)-4-[(benzyloxy)methyl]-5-[(1S)-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolane
CAS No.:1308324-59-5
Molecular Formula:C₁₇H₂₆O₅
Molecular Weight:310.39
Hs Code.:

Synonyms:(4S,5S)-4-[(benzyloxy)methyl]-5-[(1S)-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolane

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Chemical Property of (4S,5S)-4-[(benzyloxy)methyl]-5-[(1S)-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolane

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Technology Process of (4S,5S)-4-[(benzyloxy)methyl]-5-[(1S)-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolane

There total 5 articles about (4S,5S)-4-[(benzyloxy)methyl]-5-[(1S)-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolane 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: 90.0%

: 1308324-58-4
(1S)-1-{(4S,5S)-5-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethan-1-ol

: 107-30-2
chloromethyl methyl ether

: 1308324-59-5
(4S,5S)-4-[(benzyloxy)methyl]-5-[(1S)-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 10h; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.02.010

Reference yield:

: 1308324-56-2
(1S)-1-{(4S,5S)-5-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxolan-4-yl}ethane-1,2-diol

: 1308324-59-5
(4S,5S)-4-[(benzyloxy)methyl]-5-[(1S)-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; di(n-butyl)tin oxide; triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / Reflux; Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / dichloromethane / 10 h / 0 - 20 °C / Inert atmosphere

With dmap; lithium aluminium tetrahydride; di(n-butyl)tin oxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2011.02.010

Reference yield:

: 1308324-57-3
C₂₂H₂₈O₇S

: 1308324-59-5
(4S,5S)-4-[(benzyloxy)methyl]-5-[(1S)-1-(methoxymethoxy)ethyl]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 °C / Reflux; Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 10 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2011.02.010