(4R,5S)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-4-[(2-methoxyethoxy)methoxy]-3,3-dimethyldihydrofuran-2(3H)-one

Base Information

Chemical Name:(4R,5S)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-4-[(2-methoxyethoxy)methoxy]-3,3-dimethyldihydrofuran-2(3H)-one
CAS No.:745818-79-5
Molecular Formula:C₂₁H₃₂O₇
Molecular Weight:396.481
Hs Code.:

Synonyms:(4R,5S)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-4-[(2-methoxyethoxy)methoxy]-3,3-dimethyldihydrofuran-2(3H)-one

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Chemical Property of (4R,5S)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-4-[(2-methoxyethoxy)methoxy]-3,3-dimethyldihydrofuran-2(3H)-one

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Technology Process of (4R,5S)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-4-[(2-methoxyethoxy)methoxy]-3,3-dimethyldihydrofuran-2(3H)-one

There total 3 articles about (4R,5S)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-4-[(2-methoxyethoxy)methoxy]-3,3-dimethyldihydrofuran-2(3H)-one 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:

: 3970-21-6
2-Methoxyethoxymethyl chloride

: 745818-77-3
(5R)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-3,3-dimethylfuran-2,4(3H,5H)-dione

: C₂₁H₃₂O₇

: 745818-79-5
(4R,5S)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-4-[(2-methoxyethoxy)methoxy]-3,3-dimethyldihydrofuran-2(3H)-one

Guidance literature:: (5R)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-3,3-dimethylfuran-2,4(3H,5H)-dione; With potassium triethylborohydride; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

2-Methoxyethoxymethyl chloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; optical yield given as %de; Reflux;
DOI:10.1016/j.tet.2009.07.070

Reference yield:

: 745818-77-3
(5R)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-3,3-dimethylfuran-2,4(3H,5H)-dione

: 745818-79-5
(4R,5S)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-4-[(2-methoxyethoxy)methoxy]-3,3-dimethyldihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1: 64 percent / L-Selectride / tetrahydrofuran / 0.25 h / -78 °C

2: 73 percent / DIPEA / CH₂Cl₂ / 44.5 h / Heating

With L-Selectride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-2004-822389

Reference yield:

: 5-[3-(benzyloxy)-1-hydroxypropyl]-3,3-dimethylfuran-2,4(3H,5H)-dione

: 745818-79-5
(4R,5S)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-4-[(2-methoxyethoxy)methoxy]-3,3-dimethyldihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / Ag₂O / diethyl ether / 22 h / Heating

2: 64 percent / L-Selectride / tetrahydrofuran / 0.25 h / -78 °C

3: 73 percent / DIPEA / CH₂Cl₂ / 44.5 h / Heating

With L-Selectride; N-ethyl-N,N-diisopropylamine; silver(l) oxide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1055/s-2004-822389