(2Z,6E)-(R)-5-(tert-Butyl-dimethyl-silanyloxy)-8-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-octa-2,6-dienoic acid ethyl ester

Base Information

Chemical Name:(2Z,6E)-(R)-5-(tert-Butyl-dimethyl-silanyloxy)-8-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-octa-2,6-dienoic acid ethyl ester
CAS No.:855855-63-9
Molecular Formula:C₃₀H₄₈O₅Si
Molecular Weight:516.794
Hs Code.:

Synonyms:(2Z,6E)-(R)-5-(tert-Butyl-dimethyl-silanyloxy)-8-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-octa-2,6-dienoic acid ethyl ester

Suppliers and Price of (2Z,6E)-(R)-5-(tert-Butyl-dimethyl-silanyloxy)-8-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-octa-2,6-dienoic acid ethyl ester

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 (2Z,6E)-(R)-5-(tert-Butyl-dimethyl-silanyloxy)-8-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-octa-2,6-dienoic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2Z,6E)-(R)-5-(tert-Butyl-dimethyl-silanyloxy)-8-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-octa-2,6-dienoic acid ethyl ester

There total 19 articles about (2Z,6E)-(R)-5-(tert-Butyl-dimethyl-silanyloxy)-8-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-octa-2,6-dienoic acid ethyl 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: 81.0%

: ethyl (di-o-tolylphosphono)acetate

: 855855-62-8
(E)-(R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-hex-4-en-1-ol

: 855855-63-9
(2Z,6E)-(R)-5-(tert-Butyl-dimethyl-silanyloxy)-8-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-octa-2,6-dienoic acid ethyl ester

Guidance literature:: (E)-(R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-hex-4-en-1-ol; With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;

ethyl (di-o-tolylphosphono)acetate; With sodium hydride; In tetrahydrofuran; at -78 - 0 ℃;
DOI:10.1016/j.tetlet.2005.04.031

Reference yield:

: 855855-55-9
(3aR,5S,6aR)-2,2-Dimethyl-5-((E)-styryl)-tetrahydro-furo[2,3-d][1,3]dioxole

: 855855-63-9
(2Z,6E)-(R)-5-(tert-Butyl-dimethyl-silanyloxy)-8-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-octa-2,6-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: 98 percent / H₂ / Raney-Ni / ethanol / 3102.89 Torr

2.1: 72 percent / aq. AcOH / Heating

3.1: 92 percent / LiAlH₄ / tetrahydrofuran / 20 °C

4.1: 85 percent / CSA

5.1: 91 percent / DEAD; TPP / tetrahydrofuran

6.1: 74 percent / PTSA / methanol

7.1: 89 percent / Bu₂SnO; triethylamine / CH₂Cl₂ / 20 °C

8.1: 94 percent / NaH / tetrahydrofuran / 0 °C

9.1: n-BuLi; BF₃*Et₂O / tetrahydrofuran / -78 °C

9.2: 85 percent / tetrahydrofuran

10.1: 73 percent / red-Al(R) / diethyl ether / -20 °C

11.1: 95 percent / CSA / acetone

12.1: 86 percent / DDQ / CH₂Cl₂; H₂O

13.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

13.2: 81 percent / NaH / tetrahydrofuran / -78 - 0 °C

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; thiamine diphosphate; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate; nickel; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; acetone; 5.1: Mitsunobu reaction / 13.1: Swern oxidation / 13.2: horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tetlet.2005.04.031

Reference yield:

: 4005-46-3,4494-96-6,22248-87-9,142941-40-0
3-deoxy-1,2-O-isopropylidene-D-glucose

: 855855-63-9
(2Z,6E)-(R)-5-(tert-Butyl-dimethyl-silanyloxy)-8-((4S,6S)-2,2-dimethyl-6-phenethyl-[1,3]dioxan-4-yl)-octa-2,6-dienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 15 steps

1.1: 96 percent / NaIO₄ on silica gel / CH₂Cl₂

2.1: 67 percent / n-BuLi / tetrahydrofuran / 0 - 20 °C

3.1: 98 percent / H₂ / Raney-Ni / ethanol / 3102.89 Torr

4.1: 72 percent / aq. AcOH / Heating

5.1: 92 percent / LiAlH₄ / tetrahydrofuran / 20 °C

6.1: 85 percent / CSA

7.1: 91 percent / DEAD; TPP / tetrahydrofuran

8.1: 74 percent / PTSA / methanol

9.1: 89 percent / Bu₂SnO; triethylamine / CH₂Cl₂ / 20 °C

10.1: 94 percent / NaH / tetrahydrofuran / 0 °C

11.1: n-BuLi; BF₃*Et₂O / tetrahydrofuran / -78 °C

11.2: 85 percent / tetrahydrofuran

12.1: 73 percent / red-Al(R) / diethyl ether / -20 °C

13.1: 95 percent / CSA / acetone

14.1: 86 percent / DDQ / CH₂Cl₂; H₂O

15.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

15.2: 81 percent / NaH / tetrahydrofuran / -78 - 0 °C

With sodium periodate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; hydrogen; thiamine diphosphate; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate; nickel; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; acetone; 2.1: Wittig olefination / 7.1: Mitsunobu reaction / 15.1: Swern oxidation / 15.2: horner-Wadsworth-Emmons reaction;
DOI:10.1016/j.tetlet.2005.04.031