(2R,4'R,5'S)-(-)-2-(benzyloxy)-2-[2',2'-dimethyl-5'-vinyl-1',3'-dioxolan-4'-yl]-ethan-1-ol

Base Information

Chemical Name:(2R,4'R,5'S)-(-)-2-(benzyloxy)-2-[2',2'-dimethyl-5'-vinyl-1',3'-dioxolan-4'-yl]-ethan-1-ol
CAS No.:201157-33-7
Molecular Formula:C₁₆H₂₂O₄
Molecular Weight:278.348
Hs Code.:

Synonyms:(2R,4'R,5'S)-(-)-2-(benzyloxy)-2-[2',2'-dimethyl-5'-vinyl-1',3'-dioxolan-4'-yl]-ethan-1-ol

Suppliers and Price of (2R,4'R,5'S)-(-)-2-(benzyloxy)-2-[2',2'-dimethyl-5'-vinyl-1',3'-dioxolan-4'-yl]-ethan-1-ol

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 (2R,4'R,5'S)-(-)-2-(benzyloxy)-2-[2',2'-dimethyl-5'-vinyl-1',3'-dioxolan-4'-yl]-ethan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,4'R,5'S)-(-)-2-(benzyloxy)-2-[2',2'-dimethyl-5'-vinyl-1',3'-dioxolan-4'-yl]-ethan-1-ol

There total 6 articles about (2R,4'R,5'S)-(-)-2-(benzyloxy)-2-[2',2'-dimethyl-5'-vinyl-1',3'-dioxolan-4'-yl]-ethan-1-ol 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: 92.0%

: 855269-58-8
(1'R,4R,5S)-(-)-4-[2'-(tert-butyldimethylsilyloxy)-1'-(benzyloxy)-ethyl]-2,2-dimethyl-5-vinyl-1,3-dioxolane

: 201157-33-7
(2R,4'R,5'S)-(-)-2-(benzyloxy)-2-[2',2'-dimethyl-5'-vinyl-1',3'-dioxolan-4'-yl]-ethan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.tetlet.2016.12.057

Reference yield:

: 67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1
2,3-O-isopropylidene-D-ribofuranose

: 201157-33-7
(2R,4'R,5'S)-(-)-2-(benzyloxy)-2-[2',2'-dimethyl-5'-vinyl-1',3'-dioxolan-4'-yl]-ethan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / imidazole / CH₂Cl₂ / 3 h / 20 °C

2.1: potassium tert-butoxide / tetrahydrofuran / 4 h / 20 °C

2.2: 82 percent / tetrahydrofuran / 3 h / -78 - 20 °C

3.1: NaH / tetrahydrofuran / 0.33 h / 0 °C

3.2: 62 percent / tetrahydrofuran / 2 h / 20 °C

4.1: 78 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; 2.2: Wittig olefination;
DOI:10.1016/j.tetasy.2005.03.014

Reference yield:

: 217309-46-1
5-(tert-butyldimethylsilyloxy)-2,3-isopropylidenedioxy-D-ribofuranose

: 201157-33-7
(2R,4'R,5'S)-(-)-2-(benzyloxy)-2-[2',2'-dimethyl-5'-vinyl-1',3'-dioxolan-4'-yl]-ethan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butoxide / tetrahydrofuran / 4 h / 20 °C

1.2: 82 percent / tetrahydrofuran / 3 h / -78 - 20 °C

2.1: NaH / tetrahydrofuran / 0.33 h / 0 °C

2.2: 62 percent / tetrahydrofuran / 2 h / 20 °C

3.1: 78 percent / TBAF / tetrahydrofuran / 2 h / 20 °C

With potassium tert-butylate; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; 1.2: Wittig olefination;
DOI:10.1016/j.tetasy.2005.03.014