(1'S,5E)-1'-[2'',5''-bis(methoxymethoxy)phenyl]prop-2-en-1-yl-6,10-dimethyl-2-methylideneundeca-5,9-dienoate

Base Information

Chemical Name:(1'S,5E)-1'-[2'',5''-bis(methoxymethoxy)phenyl]prop-2-en-1-yl-6,10-dimethyl-2-methylideneundeca-5,9-dienoate
CAS No.:1580541-88-3
Molecular Formula:C₂₇H₃₈O₆
Molecular Weight:458.595
Hs Code.:

Synonyms:(1'S,5E)-1'-[2'',5''-bis(methoxymethoxy)phenyl]prop-2-en-1-yl-6,10-dimethyl-2-methylideneundeca-5,9-dienoate

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Chemical Property of (1'S,5E)-1'-[2'',5''-bis(methoxymethoxy)phenyl]prop-2-en-1-yl-6,10-dimethyl-2-methylideneundeca-5,9-dienoate

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Technology Process of (1'S,5E)-1'-[2'',5''-bis(methoxymethoxy)phenyl]prop-2-en-1-yl-6,10-dimethyl-2-methylideneundeca-5,9-dienoate

There total 10 articles about (1'S,5E)-1'-[2'',5''-bis(methoxymethoxy)phenyl]prop-2-en-1-yl-6,10-dimethyl-2-methylideneundeca-5,9-dienoate 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: 88.0%

: 1580541-87-2
(S)-1-[2',5'-bis(methoxymethoxy)phenyl]prop-2-en-1-ol

: 1580541-76-9
(E)-6,9-dimethyl-2-methylideneundeca-5,9-dienoic acid

: 1580541-88-3
(1'S,5E)-1'-[2'',5''-bis(methoxymethoxy)phenyl]prop-2-en-1-yl-6,10-dimethyl-2-methylideneundeca-5,9-dienoate

Guidance literature:: With dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine; In toluene; for 8h; enantioselective reaction;
DOI:10.1002/ejoc.201301269

Reference yield:

: 5389-87-7
1-chloro-3,7-dimethylocta-2,6-diene

: 1580541-88-3
(1'S,5E)-1'-[2'',5''-bis(methoxymethoxy)phenyl]prop-2-en-1-yl-6,10-dimethyl-2-methylideneundeca-5,9-dienoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / hexane; diethyl ether / 22 h / 20 °C

1.2: 1 h / -78 - 20 °C

2.1: manganese(IV) oxide / hexane / 6 h / 20 °C

3.1: 2-methyl-but-2-ene; sodium dihydrogenphosphate; sodium chlorite / tert-butyl alcohol; water / 1 h / 20 °C

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

With dmap; manganese(IV) oxide; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; N,N,N,N,-tetramethylethylenediamine; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine; In diethyl ether; hexane; water; toluene; tert-butyl alcohol; 4.1: |Yamaguchi Lactonization;
DOI:10.1002/ejoc.201301269

Reference yield:

: 1194-98-5
2,5-Dihydroxybenzaldehyde

: 1580541-88-3
(1'S,5E)-1'-[2'',5''-bis(methoxymethoxy)phenyl]prop-2-en-1-yl-6,10-dimethyl-2-methylideneundeca-5,9-dienoate

Guidance literature:: Multi-step reaction with 8 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 β; 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 / 0 °C

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

With dmap; methanesulfonamide; AD-mix β; 2,4,6-trichlorobenzoyl chloride; 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