methyl (5Z)-4-benzyloxy-8-<(2-tetrahydropyranyl)oxy>-2-methoxycarbonyl-6-methyloct-5-enoate

Base Information

Chemical Name:methyl (5Z)-4-benzyloxy-8-<(2-tetrahydropyranyl)oxy>-2-methoxycarbonyl-6-methyloct-5-enoate
CAS No.:122598-91-8
Molecular Formula:C₂₄H₃₄O₇
Molecular Weight:434.53
Hs Code.:

Synonyms:methyl (5Z)-4-benzyloxy-8-<(2-tetrahydropyranyl)oxy>-2-methoxycarbonyl-6-methyloct-5-enoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (5Z)-4-benzyloxy-8-<(2-tetrahydropyranyl)oxy>-2-methoxycarbonyl-6-methyloct-5-enoate

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Technology Process of methyl (5Z)-4-benzyloxy-8-<(2-tetrahydropyranyl)oxy>-2-methoxycarbonyl-6-methyloct-5-enoate

There total 12 articles about methyl (5Z)-4-benzyloxy-8-<(2-tetrahydropyranyl)oxy>-2-methoxycarbonyl-6-methyloct-5-enoate 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: 84.0%

: 122598-90-7
(3Z)-2-benzyloxy-1-methanesulfonyloxy-6-<(2'-tetrahydropyranyl)oxy>-4-methylhex-3-ene

: 108-59-8
malonic acid dimethyl ester

: 122598-91-8
methyl (5Z)-4-benzyloxy-8-<(2-tetrahydropyranyl)oxy>-2-methoxycarbonyl-6-methyloct-5-enoate

Guidance literature:: With sodium hydride; potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; at 85 ℃;
DOI:10.1016/S0040-4039(00)82308-4

Reference yield:

: 17739-45-6,59146-56-4
2-(2-bromoethoxy)tetrahydropyran

: 122598-91-8
methyl (5Z)-4-benzyloxy-8-<(2-tetrahydropyranyl)oxy>-2-methoxycarbonyl-6-methyloct-5-enoate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) potassium bis(trimethylsilyl)amide / 1.) toluene, THF, room temperature, 1 h, 2.) room temperature, 48 h

2: 1.) butyllithium / 1.) THF, hexane, -78 deg C to 0 deg C, ca. 0.5 h, 2.) THF, 0 deg C, 10 min

3: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

4: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

5: 1.) sodium hydride, 2.) potassium iodide / 1.) THF, DMF, room temperature, 0.5 h, 2.) reflux, 48 h

With n-butyllithium; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; sodium hydride; triethylamine; potassium iodide; In tetrahydrofuran; dichloromethane;
DOI:10.1139/v92-297

Reference yield:

: 122598-89-4
(3Z)-2-benzyloxy-6-<(2-tetrahydropyranyl)oxy>-4-methylhex-3-en-1-ol

: 122598-91-8
methyl (5Z)-4-benzyloxy-8-<(2-tetrahydropyranyl)oxy>-2-methoxycarbonyl-6-methyloct-5-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

2: 1.) sodium hydride, 2.) potassium iodide / 1.) THF, DMF, room temperature, 0.5 h, 2.) reflux, 48 h

With sodium hydride; triethylamine; potassium iodide; In dichloromethane;
DOI:10.1139/v92-297