(R)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4''-methylnona-3''-en-1''-yl)-2(5H)-furanone

Base Information

Chemical Name:(R)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4''-methylnona-3''-en-1''-yl)-2(5H)-furanone
CAS No.:1580541-84-9
Molecular Formula:C₂₀H₂₆O₆
Molecular Weight:362.423
Hs Code.:

Synonyms:(R)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4''-methylnona-3''-en-1''-yl)-2(5H)-furanone

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Chemical Property of (R)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4''-methylnona-3''-en-1''-yl)-2(5H)-furanone

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Technology Process of (R)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4''-methylnona-3''-en-1''-yl)-2(5H)-furanone

There total 10 articles about (R)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4''-methylnona-3''-en-1''-yl)-2(5H)-furanone 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: 78.0%

: 1580541-82-7
(R)-[2,5-bis(methoxymethoxy)phenyl]prop-2-en-1-yl 6-methyl-2-methylidenehept-5-enoate

: 1580541-84-9
(R)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4''-methylnona-3''-en-1''-yl)-2(5H)-furanone

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1002/ejoc.201301269 DOI:10.1002/ejoc.201301269

Reference yield:

: 1194-98-5
2,5-Dihydroxybenzaldehyde

: 1580541-84-9
(R)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4''-methylnona-3''-en-1''-yl)-2(5H)-furanone

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium carbonate / acetone / 10 h / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

2.2: 1 h / 0 °C

3.1: diisobutylaluminium hydride / dichloromethane; hexane / 1 h / -78 - 0 °C

4.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 10 h / 0 - 20 °C

5.1: AD-mix-α; methanesulfonamide / tert-butyl alcohol; water / 12 h / 0 °C

6.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / -78 °C

7.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h

8.1: N-ethyl-N,N-diisopropylamine; dmap; 2,4,6-trichlorobenzoyl chloride / toluene / 8 h

9.1: Grubbs catalyst first generation / dichloromethane / 8 h / 20 °C

With Grubbs catalyst first generation; dmap; methanesulfonamide; 2,4,6-trichlorobenzoyl chloride; AD-mix-α; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; water; acetone; toluene; mineral oil; tert-butyl alcohol; 2.2: |Horner-Wadsworth-Emmons Olefination / 7.1: |Smiles Aromatic Rearrangement / 8.1: |Yamaguchi Lactonization;
DOI:10.1002/ejoc.201301269

Reference yield:

: 13709-07-4
2,5-bis(methoxymethoxy)benzaldehyde

: 1580541-84-9
(R)-5-[2',5'-bis(methoxymethoxyphenyl)]-3-(4''-methylnona-3''-en-1''-yl)-2(5H)-furanone

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

1.2: 1 h / 0 °C

2.1: diisobutylaluminium hydride / dichloromethane; hexane / 1 h / -78 - 0 °C

3.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 10 h / 0 - 20 °C

4.1: AD-mix-α; methanesulfonamide / tert-butyl alcohol; water / 12 h / 0 °C

5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / -78 °C

6.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h

7.1: N-ethyl-N,N-diisopropylamine; dmap; 2,4,6-trichlorobenzoyl chloride / toluene / 8 h

8.1: Grubbs catalyst first generation / dichloromethane / 8 h / 20 °C

With Grubbs catalyst first generation; dmap; methanesulfonamide; 2,4,6-trichlorobenzoyl chloride; AD-mix-α; sodium hydride; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; hexane; dichloromethane; water; toluene; mineral oil; tert-butyl alcohol; 1.2: |Horner-Wadsworth-Emmons Olefination / 6.1: |Smiles Aromatic Rearrangement / 7.1: |Yamaguchi Lactonization;
DOI:10.1002/ejoc.201301269