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

Base Information

Chemical Name:(5R)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-3,3-dimethylfuran-2,4(3H,5H)-dione
CAS No.:745818-77-3
Molecular Formula:C₁₇H₂₂O₅
Molecular Weight:306.359
Hs Code.:

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

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Chemical Property of (5R)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-3,3-dimethylfuran-2,4(3H,5H)-dione

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Technology Process of (5R)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-3,3-dimethylfuran-2,4(3H,5H)-dione

There total 5 articles about (5R)-5-[(1S)-3-(benzyloxy)-1-methoxypropyl]-3,3-dimethylfuran-2,4(3H,5H)-dione 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: 62.0%

: 74-88-4
methyl iodide

: 745818-75-1
(5R)-5-[(1S)-3-(benzyloxy)-1-hydroxypropyl]-3,3-dimethylfuran-2,4(3H,5H)-dione

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

Guidance literature:: With silver(l) oxide; In diethyl ether; for 21h; Heating;
DOI:10.1016/j.tetlet.2004.09.012

Reference yield:

: 597-04-6
ethyl 2,2-dimethyl-3-oxobutanoate

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / 1 h / -78 °C

1.2: 75 percent / tetrahydrofuran / 1 h / -78 °C

2.1: 85 percent / NEt₃; MsCl / CH₂Cl₂ / 3.5 h / 0 °C

3.1: OsO₄; (DHQD)2PHAL; K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O / 17 h / 0 °C

4.1: 62 percent / Ag₂O / diethyl ether / 21 h / Heating

With osmium(VIII) oxide; methanesulfonyl chloride; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; silver(l) oxide; potassium hexacyanoferrate(III); lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2004.09.012

Reference yield:

: 19790-60-4
3-Benzyloxypropanal

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / 1 h / -78 °C

1.2: 75 percent / tetrahydrofuran / 1 h / -78 °C

2.1: 85 percent / NEt₃; MsCl / CH₂Cl₂ / 3.5 h / 0 °C

3.1: OsO₄; (DHQD)2PHAL; K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O / 17 h / 0 °C

4.1: 62 percent / Ag₂O / diethyl ether / 21 h / Heating

With osmium(VIII) oxide; methanesulfonyl chloride; 1,4-bis(9-O-dihydroquinidine)phthalazine; triethylamine; silver(l) oxide; potassium hexacyanoferrate(III); lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2004.09.012