(4R,5S)-5-(4-(benzyloxy)-3-methoxyphenyl)-4-methyldihydrofuran-2(3H)-one

Base Information

Chemical Name:(4R,5S)-5-(4-(benzyloxy)-3-methoxyphenyl)-4-methyldihydrofuran-2(3H)-one
CAS No.:954114-85-3
Molecular Formula:C₁₉H₂₀O₄
Molecular Weight:312.365
Hs Code.:

Synonyms:(4R,5S)-5-(4-(benzyloxy)-3-methoxyphenyl)-4-methyldihydrofuran-2(3H)-one

Suppliers and Price of (4R,5S)-5-(4-(benzyloxy)-3-methoxyphenyl)-4-methyldihydrofuran-2(3H)-one

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Chemical Property of (4R,5S)-5-(4-(benzyloxy)-3-methoxyphenyl)-4-methyldihydrofuran-2(3H)-one

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Technology Process of (4R,5S)-5-(4-(benzyloxy)-3-methoxyphenyl)-4-methyldihydrofuran-2(3H)-one

There total 8 articles about (4R,5S)-5-(4-(benzyloxy)-3-methoxyphenyl)-4-methyldihydrofuran-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: 70.0%

: 954114-84-2
C₂₅H₃₅O₃SiN

: 954114-85-3
(4R,5S)-5-(4-(benzyloxy)-3-methoxyphenyl)-4-methyldihydrofuran-2(3H)-one

Guidance literature:: C₂₅H₃₅O₃SiN; With sodium hydroxide; In tetrahydrofuran; methanol; water; at 140 ℃; for 12h;

With hydrogenchloride; In various solvents; at 20 ℃; for 12h; Further stages.;
DOI:10.1021/ol7016388

Reference yield: 60.0%

: 67-56-1
methanol

: (2S,3S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-hydroxy-2-methylpropan-1-one

: 74-95-3
1,1-dibromomethane

: 954114-85-3
(4R,5S)-5-(4-(benzyloxy)-3-methoxyphenyl)-4-methyldihydrofuran-2(3H)-one

: C₂₀H₂₄O₅

Guidance literature:: (2S,3S)-1-((S)-4-benzyl-2-thioxothiazolidin-3-yl)-3-(4-(benzyloxy)-3-methoxyphenyl)-3-hydroxy-2-methylpropan-1-one; 1,1-dibromomethane; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

With lithium ethoxide; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 0.108333h; Inert atmosphere;

methanol; Further stages;
DOI:10.1021/acs.orglett.9b02848

Reference yield:

: 954114-81-9
C₂₄H₂₉NO₆

: 954114-85-3
(4R,5S)-5-(4-(benzyloxy)-3-methoxyphenyl)-4-methyldihydrofuran-2(3H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 91 percent / imidazole / dimethylformamide / 12 h / 20 °C

2.1: 88 percent / NaBH₄ / tetrahydrofuran; methanol; H₂O / 24 h / 20 °C

3.1: triethylamine / CH₂Cl₂ / 0.5 h / -78 °C

4.1: 948.7 mg / dimethylsulfoxide / 2 h / 70 °C

5.1: NaOH / tetrahydrofuran; methanol; H₂O / 12 h / 140 °C

5.2: 70 percent / HCl / various solvents / 12 h / 20 °C

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ol7016388