methyl (2E,7S,8Z,10E,12E)-7-(benzyloxy)-9-bromo-14-hydroxy-2-methyltetradeca-2,7,8,20-tetraenoate

Base Information

Chemical Name:methyl (2E,7S,8Z,10E,12E)-7-(benzyloxy)-9-bromo-14-hydroxy-2-methyltetradeca-2,7,8,20-tetraenoate
CAS No.:100818-81-3
Molecular Formula:C₂₃H₂₉BrO₄
Molecular Weight:449.385
Hs Code.:

Synonyms:methyl (2E,7S,8Z,10E,12E)-7-(benzyloxy)-9-bromo-14-hydroxy-2-methyltetradeca-2,7,8,20-tetraenoate

Suppliers and Price of methyl (2E,7S,8Z,10E,12E)-7-(benzyloxy)-9-bromo-14-hydroxy-2-methyltetradeca-2,7,8,20-tetraenoate

Supply Marketing:

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

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Chemical Property of methyl (2E,7S,8Z,10E,12E)-7-(benzyloxy)-9-bromo-14-hydroxy-2-methyltetradeca-2,7,8,20-tetraenoate

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of methyl (2E,7S,8Z,10E,12E)-7-(benzyloxy)-9-bromo-14-hydroxy-2-methyltetradeca-2,7,8,20-tetraenoate

There total 14 articles about methyl (2E,7S,8Z,10E,12E)-7-(benzyloxy)-9-bromo-14-hydroxy-2-methyltetradeca-2,7,8,20-tetraenoate 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%

: 132047-80-4
(6Z,8E,10E)-(S)-5-Benzyloxy-7-bromo-12-hydroxy-dodeca-6,8,10-trienal

: 2605-68-7
methyl 2-(triphenylphosphoranylidene)propionate

: 100818-81-3
methyl (2E,7S,8Z,10E,12E)-7-(benzyloxy)-9-bromo-14-hydroxy-2-methyltetradeca-2,7,8,20-tetraenoate

Guidance literature:: In dichloromethane; at 23 ℃;
DOI:10.1021/jo00003a049

Reference yield:

: 100818-74-4
2,3-dideoxy-5,6-O-(1-methylethylidene)-4-O-bnezyl-D-erythro-hexitol

: 100818-81-3
methyl (2E,7S,8Z,10E,12E)-7-(benzyloxy)-9-bromo-14-hydroxy-2-methyltetradeca-2,7,8,20-tetraenoate

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) MsCl, Et₃N / 2.) Bu₄NI / 1.) 0 deg C, 2.) DMF, 80 deg C

2: 1.) CH₃COOH, CH₃OH, 2.) NaIO₄ / 1.) reflux 2.) THF, H₂O

4: 67 percent / LDA / tetrahydrofuran / -78 - 23 °C

5: 1.) DIBAL-H / 1.) toluene, -78 deg C, 2.) CH₂Cl₂, RT

With methanol; sodium periodate; diisobutylaluminium hydride; acetic acid; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)98725-2

Reference yield:

: 87604-53-3
(R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane

: 100818-81-3
methyl (2E,7S,8Z,10E,12E)-7-(benzyloxy)-9-bromo-14-hydroxy-2-methyltetradeca-2,7,8,20-tetraenoate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) BH₃ 2.) 3M NaOH, 30 percent H₂O₂ / 1.) THF, 0 deg C

2: 1.) MsCl, Et₃N / 2.) Bu₄NI / 1.) 0 deg C, 2.) DMF, 80 deg C

3: 1.) CH₃COOH, CH₃OH, 2.) NaIO₄ / 1.) reflux 2.) THF, H₂O

5: 67 percent / LDA / tetrahydrofuran / -78 - 23 °C

6: 1.) DIBAL-H / 1.) toluene, -78 deg C, 2.) CH₂Cl₂, RT

With methanol; sodium hydroxide; sodium periodate; borane; dihydrogen peroxide; diisobutylaluminium hydride; acetic acid; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)98725-2