(R)-{(2S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-tetrahydro-furan-2-yl}-methoxymethoxy-acetaldehyde

Base Information

Chemical Name:(R)-{(2S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-tetrahydro-furan-2-yl}-methoxymethoxy-acetaldehyde
CAS No.:870680-59-4
Molecular Formula:C₁₈H₂₆O₆
Molecular Weight:338.401
Hs Code.:

Synonyms:(R)-{(2S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-tetrahydro-furan-2-yl}-methoxymethoxy-acetaldehyde

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Chemical Property of (R)-{(2S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-tetrahydro-furan-2-yl}-methoxymethoxy-acetaldehyde

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Technology Process of (R)-{(2S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-tetrahydro-furan-2-yl}-methoxymethoxy-acetaldehyde

There total 9 articles about (R)-{(2S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-tetrahydro-furan-2-yl}-methoxymethoxy-acetaldehyde 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:

: 870680-58-3
(S)-2-{(2S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-tetrahydro-furan-2-yl}-2-methoxymethoxy-ethanol

: 870680-59-4
(R)-{(2S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-tetrahydro-furan-2-yl}-methoxymethoxy-acetaldehyde

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; for 1h;
DOI:10.1021/ol0523493

Reference yield:

: 869348-65-2
(S)-1-(4-Methoxy-benzyloxy)-hept-6-en-3-ol

: 870680-59-4
(R)-{(2S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-tetrahydro-furan-2-yl}-methoxymethoxy-acetaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / Hoveyda-Grubbs II catalyst / CH₂Cl₂ / Heating

2: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3: 850 mg / AD-mix-α; methanesulfonamide; H2O / 2-methyl-propan-2-ol / 0 - 20 °C

4: 100 percent / Hunig's base; TBAI / CH₂Cl₂

5: LiAlH₄ / tetrahydrofuran / -78 - 20 °C

6: 349 mg / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h

With AD-mix-α; lithium aluminium tetrahydride; Hoveyda-Grubbs catalyst second generation; methanesulfonamide; water; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 6: Dess-Martin oxidation;
DOI:10.1021/ol0523493

Reference yield:

: 870680-55-0
(E)-(S)-6-Hydroxy-8-(4-methoxy-benzyloxy)-oct-2-enoic acid ethyl ester

: 870680-59-4
(R)-{(2S,5R)-5-[2-(4-Methoxy-benzyloxy)-ethyl]-tetrahydro-furan-2-yl}-methoxymethoxy-acetaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

2: 850 mg / AD-mix-α; methanesulfonamide; H2O / 2-methyl-propan-2-ol / 0 - 20 °C

3: 100 percent / Hunig's base; TBAI / CH₂Cl₂

4: LiAlH₄ / tetrahydrofuran / -78 - 20 °C

5: 349 mg / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 1 h

With AD-mix-α; lithium aluminium tetrahydride; methanesulfonamide; water; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 5: Dess-Martin oxidation;
DOI:10.1021/ol0523493