methyl 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}propanoate

Base Information

Chemical Name:methyl 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}propanoate
CAS No.:273936-82-6
Molecular Formula:C₂₁H₂₇BrO₃
Molecular Weight:407.348
Hs Code.:

Synonyms:methyl 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}propanoate

Suppliers and Price of methyl 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}propanoate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of methyl 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}propanoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}propanoate

There total 12 articles about methyl 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}propanoate 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: 83.0%

: 186581-53-3,908094-01-9,334-88-3
diazomethane

: 264134-87-4
3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}propanoic acid

: 273936-82-6
methyl 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}propanoate

Guidance literature:: In diethyl ether; at 0 ℃; for 0.5h;
DOI:10.1021/ja9939284

Reference yield:

: 273936-78-0
ethyl (2E)-4-bromo-4-{2-[3-(methoxymethyloxy)propyl]cyclohexylidene}-2-butenoate

: 273936-82-6
methyl 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}propanoate

Guidance literature:: Multi-step reaction with 6 steps

1: 50 percent / DIBALH / CH₂Cl₂; hexane / 2 h / 0 °C

2: 89 percent / Bu₄N*HSO₄; aq. NaOH / benzene / 24 h / 20 °C

3: 84 percent / PPTS; t-BuOH / 8 h / 80 °C

4: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

5: 80 percent / NaClO₂; 2-methyl-2-butene; NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O / 2 h / 20 °C

6: 83 percent / diethyl ether / 0.5 h / 0 °C

With sodium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; tetra(n-butyl)ammonium hydrogensulfate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; tert-butyl alcohol; In diethyl ether; hexane; dichloromethane; water; tert-butyl alcohol; benzene; 1: Reduction / 2: Etherification / 3: Hydrolysis / 4: Swern oxidation / 5: Oxidation / 6: Esterification;
DOI:10.1021/ja9939284

Reference yield:

: 273936-80-4
3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}-1-propanol

: 273936-82-6
methyl 3-{(2Z)-2-[(2E)-4-benzyloxy-1-bromo-2-butenylidene]cyclohexyl}propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: 80 percent / NaClO₂; 2-methyl-2-butene; NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O / 2 h / 20 °C

3: 83 percent / diethyl ether / 0.5 h / 0 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In diethyl ether; dichloromethane; water; tert-butyl alcohol; 1: Swern oxidation / 2: Oxidation / 3: Esterification;
DOI:10.1021/ja9939284