2-((E)-Buta-1,3-dienyl)-6-hydroxy-benzoic acid (Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyl ester

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Chemical Name:2-((E)-Buta-1,3-dienyl)-6-hydroxy-benzoic acid (Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyl ester
CAS No.:547739-18-4
Molecular Formula:C₂₉H₃₄O₇
Molecular Weight:494.585
Hs Code.:

Synonyms:2-((E)-Buta-1,3-dienyl)-6-hydroxy-benzoic acid (Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyl ester

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Chemical Property of 2-((E)-Buta-1,3-dienyl)-6-hydroxy-benzoic acid (Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyl ester

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Technology Process of 2-((E)-Buta-1,3-dienyl)-6-hydroxy-benzoic acid (Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyl ester

There total 8 articles about 2-((E)-Buta-1,3-dienyl)-6-hydroxy-benzoic acid (Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyl ester 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: 95.0%

: 5-((E)-Buta-1,3-dienyl)-2,2-dimethyl-benzo[1,3]dioxin-4-one

: tert-Butyl-{(Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyloxy}-dimethyl-silane

: 547739-18-4
2-((E)-Buta-1,3-dienyl)-6-hydroxy-benzoic acid (Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyl ester

Guidance literature:: tert-Butyl-{(Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyloxy}-dimethyl-silane; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.5h;

5-((E)-Buta-1,3-dienyl)-2,2-dimethyl-benzo[1,3]dioxin-4-one; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ja034030o

Reference yield:

: (3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3-methoxymethoxy-hexane-1,2-diol

: 547739-18-4
2-((E)-Buta-1,3-dienyl)-6-hydroxy-benzoic acid (Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: Pb(OAc)4; K₂CO₃ / methanol / 0.25 h / 0 °C

2.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

2.2: 95 percent / tetrahydrofuran / 1 h / 20 °C

With lead(IV) acetate; sodium hexamethyldisilazane; potassium carbonate; In tetrahydrofuran; methanol;
DOI:10.1021/ja034030o

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 547739-18-4
2-((E)-Buta-1,3-dienyl)-6-hydroxy-benzoic acid (Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: sec-butyllithium; (+)-B-methoxydiisopinocampheylborane / tetrahydrofuran; cyclohexane / 1 h / -78 °C

1.2: boron trifluoride etherate / 3 h / -78 °C

2.1: 93 percent / imidazole / dimethylformamide / 24 h / 20 °C / pH 7

3.1: OsO₄; NMO / tetrahydrofuran; H₂O; toluene / 24 h / 20 °C

4.1: Pb(OAc)4; K₂CO₃ / methanol / 0.25 h / 0 °C

5.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

5.2: 95 percent / tetrahydrofuran / 1 h / 20 °C

With (+)-Ipc₂BOMe; 1H-imidazole; lead(IV) acetate; osmium(VIII) oxide; N-methyl-2-indolinone; sec.-butyllithium; sodium hexamethyldisilazane; potassium carbonate; In tetrahydrofuran; methanol; cyclohexane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja034030o