methyl (4R,5S)-(2Z,6E)-8-benzyloxy-4-tert-butyldimethylsilyloxy-5-methylocta-2,6-dienoate

Base Information

Chemical Name:methyl (4R,5S)-(2Z,6E)-8-benzyloxy-4-tert-butyldimethylsilyloxy-5-methylocta-2,6-dienoate
CAS No.:121896-41-1
Molecular Formula:C₂₃H₃₆O₄Si
Molecular Weight:404.622
Hs Code.:

Synonyms:methyl (4R,5S)-(2Z,6E)-8-benzyloxy-4-tert-butyldimethylsilyloxy-5-methylocta-2,6-dienoate

Suppliers and Price of methyl (4R,5S)-(2Z,6E)-8-benzyloxy-4-tert-butyldimethylsilyloxy-5-methylocta-2,6-dienoate

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 (4R,5S)-(2Z,6E)-8-benzyloxy-4-tert-butyldimethylsilyloxy-5-methylocta-2,6-dienoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl (4R,5S)-(2Z,6E)-8-benzyloxy-4-tert-butyldimethylsilyloxy-5-methylocta-2,6-dienoate

There total 9 articles about methyl (4R,5S)-(2Z,6E)-8-benzyloxy-4-tert-butyldimethylsilyloxy-5-methylocta-2,6-dienoate 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: 97.0%

: 121896-40-0
methyl (4R,5S)-(E)-8-benzyloxy-4-tert-butyldimethylsilyloxy-5-methyl-oct-6-en-2-ynoate

: 121896-41-1
methyl (4R,5S)-(2Z,6E)-8-benzyloxy-4-tert-butyldimethylsilyloxy-5-methylocta-2,6-dienoate

Guidance literature:: With quinoline; hydrogen; Lindlar's catalyst; In benzene; for 12h; under 760 Torr; Ambient temperature;
DOI:10.3987/COM-91-S80

Reference yield:

: 110339-29-2
(R)-(Z)-1-Benzyloxy-2-hydroxy-3-pentene

: 121896-41-1
methyl (4R,5S)-(2Z,6E)-8-benzyloxy-4-tert-butyldimethylsilyloxy-5-methylocta-2,6-dienoate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) KF-Al₂O₃; 2.) EtMgBr / 1.) CH₃CN, rt; 2.) Et₂O, 0 deg C

2: 90 percent / n-BuLi / tetrahydrofuran / -78 °C

3: n-Bu₄NF / tetrahydrofuran / Ambient temperature

4: 87 percent / imidazole / dimethylformamide / Ambient temperature

5: 1.)n-BuLi / 1.) THF, -72 deg C; 2.) THF, -45 deg C

6: H₂ / Lindlar catalyst / benzene / Ambient temperature

With 1H-imidazole; potassium fluoride on basic alumina; n-butyllithium; ethylmagnesium bromide; tetrabutyl ammonium fluoride; hydrogen; Lindlar's catalyst; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1246/cl.1988.2041

Reference yield:

: 111149-29-2
(R)-(Z)-1-benzyloxy-2-(3'-trimethylsilylpropargyloxy)-3-pentene

: 121896-41-1
methyl (4R,5S)-(2Z,6E)-8-benzyloxy-4-tert-butyldimethylsilyloxy-5-methylocta-2,6-dienoate

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / n-BuLi / tetrahydrofuran / -78 °C

2: n-Bu₄NF / tetrahydrofuran / Ambient temperature

3: 87 percent / imidazole / dimethylformamide / Ambient temperature

4: 1.)n-BuLi / 1.) THF, -72 deg C; 2.) THF, -45 deg C

5: H₂ / Lindlar catalyst / benzene / Ambient temperature

With 1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; Lindlar's catalyst; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;
DOI:10.1246/cl.1988.2041