(3E,5Z,11Z)-10-Benzyloxy-12-methyl-cyclotetradeca-3,5,11-triene-1,1,8,8-tetracarboxylic acid tetramethyl ester

Base Information

Chemical Name:(3E,5Z,11Z)-10-Benzyloxy-12-methyl-cyclotetradeca-3,5,11-triene-1,1,8,8-tetracarboxylic acid tetramethyl ester
CAS No.:122598-99-6
Molecular Formula:C₃₀H₃₈O₉
Molecular Weight:542.626
Hs Code.:

Synonyms:(3E,5Z,11Z)-10-Benzyloxy-12-methyl-cyclotetradeca-3,5,11-triene-1,1,8,8-tetracarboxylic acid tetramethyl ester

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Chemical Property of (3E,5Z,11Z)-10-Benzyloxy-12-methyl-cyclotetradeca-3,5,11-triene-1,1,8,8-tetracarboxylic acid tetramethyl ester

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Technology Process of (3E,5Z,11Z)-10-Benzyloxy-12-methyl-cyclotetradeca-3,5,11-triene-1,1,8,8-tetracarboxylic acid tetramethyl ester

There total 15 articles about (3E,5Z,11Z)-10-Benzyloxy-12-methyl-cyclotetradeca-3,5,11-triene-1,1,8,8-tetracarboxylic acid tetramethyl 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:

: 122598-98-5
methyl (5Z,11Z,13E)-7-benzyloxy-15-chloro-5-methyl-2,9,9-trimethoxycarbonylpentadeca-5,11,13-trienoate

: 122598-99-6
(3E,5Z,11Z)-10-Benzyloxy-12-methyl-cyclotetradeca-3,5,11-triene-1,1,8,8-tetracarboxylic acid tetramethyl ester

Guidance literature:: With caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; at 75 ℃; Yield given; c = 2.5E-3 M;
DOI:10.1016/S0040-4039(00)82308-4

Reference yield:

: 14690-00-7
2-O-benzylglycerol

: 122598-99-6
(3E,5Z,11Z)-10-Benzyloxy-12-methyl-cyclotetradeca-3,5,11-triene-1,1,8,8-tetracarboxylic acid tetramethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 51 percent / imidazole / tetrahydrofuran / Ambient temperature

2: 1.) DMSO, (COCl)2, 2.) Et₃N / 1-) -78 deg C, 2.) -78 to 25 deg C

3: 1.) BuLi / 1.) hexane, THF, -78 to 0 deg C, 2.) THF

4: 93 percent / n-Bu₄N⁽¹⁺⁾*F^(1-) / tetrahydrofuran / 0 - 25 °C

5: Et₃N / CH₂Cl₂ / 0 °C

6: 84 percent / NaH, KI / tetrahydrofuran; dimethylformamide / 85 °C

7: 92 percent / PPTS / methanol

8: Et₃N / CH₂Cl₂ / 0 °C

9: 1.) NaH / 1.) THF, DMF, 0 to 25 deg C, 2.) THF,DMF, RT

10: 1.) NaH / 1.) THF,DMF, 2.) THF,DMF, 80 deg C

11: 91 percent / n-Bu₄N⁽¹⁺⁾*F^(1-) / tetrahydrofuran / 0 - 25 °C

12: s-collidine, LiCl / dimethylformamide / Ambient temperature

13: Cs₂CO₃ / tetrahydrofuran; dimethylformamide / 75 °C / c = 2.5E-3 M

With 1H-imidazole; 2,4,6-trimethyl-pyridine; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; caesium carbonate; dimethyl sulfoxide; triethylamine; potassium iodide; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)82308-4

Reference yield:

: 68728-34-7
5-benzyloxy-2-phenyl-1,3-dioxane

: 122598-99-6
(3E,5Z,11Z)-10-Benzyloxy-12-methyl-cyclotetradeca-3,5,11-triene-1,1,8,8-tetracarboxylic acid tetramethyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 10percent HCl / H₂O

2: 51 percent / imidazole / tetrahydrofuran / Ambient temperature

3: 1.) DMSO, (COCl)2, 2.) Et₃N / 1-) -78 deg C, 2.) -78 to 25 deg C

4: 1.) BuLi / 1.) hexane, THF, -78 to 0 deg C, 2.) THF

5: 93 percent / n-Bu₄N⁽¹⁺⁾*F^(1-) / tetrahydrofuran / 0 - 25 °C

6: Et₃N / CH₂Cl₂ / 0 °C

7: 84 percent / NaH, KI / tetrahydrofuran; dimethylformamide / 85 °C

8: 92 percent / PPTS / methanol

9: Et₃N / CH₂Cl₂ / 0 °C

10: 1.) NaH / 1.) THF, DMF, 0 to 25 deg C, 2.) THF,DMF, RT

11: 1.) NaH / 1.) THF,DMF, 2.) THF,DMF, 80 deg C

12: 91 percent / n-Bu₄N⁽¹⁺⁾*F^(1-) / tetrahydrofuran / 0 - 25 °C

13: s-collidine, LiCl / dimethylformamide / Ambient temperature

14: Cs₂CO₃ / tetrahydrofuran; dimethylformamide / 75 °C / c = 2.5E-3 M

With 1H-imidazole; 2,4,6-trimethyl-pyridine; hydrogenchloride; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; caesium carbonate; dimethyl sulfoxide; triethylamine; potassium iodide; lithium chloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)82308-4